Atrazine
AlkaPlorer ID: AK042899
Synonym: None
IUPAC Name: 6-chloro-4-N-ethyl-2-N-propan-2-yl-1,3,5-triazine-2,4-diamine
Structure
SMILES: CCN=C1N=C(Cl)NC(=NC(C)C)N1
InChI: InChI=1S/C8H14ClN5/c1-4-10-7-12-6(9)13-8(14-7)11-5(2)3/h5H,4H2,1-3H3,(H2,10,11,12,13,14)
InChIKey: MXWJVTOOROXGIU-UHFFFAOYSA-N
Reference
PubChem CID: 2256
CAS: 1912-24-9
LOTUS: LTS0264774
SuperNatural Ⅲ: SN0238314
NPASS: NPC233570
COCONUT: CNP0124008
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Oryza sativa | Oryza | Poaceae | Poales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 215.688
TPSA？: 69.19
MolLogP？: 0.6209000000000001
Number of H-Donors: 2
Number of H-Acceptors: 3
RingCount: 1
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Alternaria solani | Alternaria solani | Inhibition | nan | % | 10.1021/jf203383s |
| Amaranthus blitum subsp. oleraceus | Amaranthus blitum subsp. oleraceus | Activity | nan | None | 10.1584/jpestics.26.257 |
| Amaranthus retroflexus | Amaranthus retroflexus | GI | 100.0 | % | 10.1021/jf203383s |
| Amaranthus tuberculatus | Amaranthus tuberculatus | Activity | 1.0 | % | 10.1002/ps.2100 |
| Amaranthus tuberculatus | Amaranthus tuberculatus | Activity | 2.0 | % | 10.1002/ps.2100 |
| Amaranthus tuberculatus | Amaranthus tuberculatus | Activity | 4.0 | % | 10.1002/ps.2100 |
| Amaranthus tuberculatus | Amaranthus tuberculatus | Activity | 5.0 | % | 10.1002/ps.2100 |
| Amaranthus tuberculatus | Amaranthus tuberculatus | Activity | 7.0 | % | 10.1002/ps.2100 |
| Amaranthus tuberculatus | Amaranthus tuberculatus | Activity | 8.0 | % | 10.1002/ps.2100 |
| Amaranthus tuberculatus | Amaranthus tuberculatus | Activity | 14.0 | % | 10.1002/ps.2100 |
| Amaranthus tuberculatus | Amaranthus tuberculatus | Activity | 81.0 | % | 10.1002/ps.2100 |
| Amaranthus tuberculatus | Amaranthus tuberculatus | Activity | 83.0 | % | 10.1002/ps.2100 |
| Amaranthus tuberculatus | Amaranthus tuberculatus | Activity | 87.0 | % | 10.1002/ps.2100 |
| Amaranthus viridis | Amaranthus viridis | Activity | nan | None | 10.1016/s0014-827x(00)00033-1 |
| Arabidopsis thaliana | Arabidopsis thaliana | GI | 99.0 | % | 10.1021/jf203383s |
| Botrytis cinerea | Botrytis cinerea | Inhibition | nan | % | 10.1021/jf203383s |
| Brassica napus | Brassica napus | Inhibition | 100.0 | % | 10.1021/jf203383s |
| Chenopodium album | Chenopodium album | Activity | 91.0 | % | 10.1584/jpestics.26.257 |
| Chenopodium album | Chenopodium album | Activity | 100.0 | % | 10.1584/jpestics.23.268 |
| Chenopodium album | Chenopodium album | Activity | nan | None | 10.1584/jpestics.26.257 |
| Chenopodium album | Chloroplast thylakoid membrane protein (psbA) | IC50 | 190.55 | nM | 10.1584/jpestics.30.39 |
| Chenopodium album | Chloroplast thylakoid membrane protein (psbA) | IC50 | 61659.5 | nM | 10.1584/jpestics.30.39 |
| Chenopodium album | Chloroplast thylakoid membrane protein (psbA) | Selectivity ratio | 324.0 | None | 10.1584/jpestics.30.39 |
| Cucumis sativus | Cucumis sativus | Inhibition | nan | % | 10.1021/jf072548w |
| Digitaria ciliaris | Digitaria ciliaris | Activity | 0.0 | % | 10.1584/jpestics.23.268 |
| Digitaria ciliaris | Digitaria ciliaris | Activity | nan | None | 10.1584/jpestics.26.257 |
| Digitaria sanguinalis | Digitaria sanguinalis | Activity | nan | None | 10.1016/s0014-827x(00)00033-1 |
| Digitaria sanguinalis | Digitaria sanguinalis | GI | 0.0 | % | 10.1021/jf203383s |
| Digitaria sanguinalis | Digitaria sanguinalis | GI | 70.0 | % | 10.1021/jf203383s |
| Echinochloa crus-galli | Echinochloa crus-galli | Activity | 26.0 | % | 10.1584/jpestics.23.268 |
| Echinochloa crus-galli | Echinochloa crus-galli | Inhibition | 100.0 | % | 10.1021/jf203383s |
| Echinochloa crus-galli var. crus-galli | Echinochloa crus-galli var. crus-galli | Activity | nan | None | 10.1584/jpestics.26.257 |
| Echinochloa crus-galli var. formosensis | Echinochloa crus-galli var. formosensis | IC50 | 181.97 | nM | 10.1271/bbb.66.1959 |
| Echinochloa crus-galli var. formosensis | Echinochloa crus-galli var. formosensis | IC50 | 141253.75 | nM | 10.1271/bbb.66.1959 |
| Echinochloa oryzicola | Echinochloa oryzicola | Activity | 30.0 | g | 10.1271/bbb.66.1959 |
| Echinochloa oryzicola | Echinochloa oryzicola | Activity | 91.0 | % | 10.1584/jpestics.26.257 |
| Echinochloa oryzicola | Echinochloa oryzicola | Activity | nan | None | 10.1271/bbb.66.1959 |
| Fusarium graminearum | Fusarium graminearum | Inhibition | nan | % | 10.1021/jf203383s |
| Heliothis virescens | Heliothis virescens | mortality | nan | None | 10.1021/jf203383s |
| Homo sapiens | Caco-2 | LogP app | -4.45 | None | 10.1016/j.bmc.2007.03.040 |
| Homo sapiens | Caco-2 | LogP app | -4.39 | None | 10.1016/j.bmc.2007.03.040 |
| Homo sapiens | DNA polymerase iota | Potency | 89125.1 | nM | None |
| Homo sapiens | Glucagon-like peptide 1 receptor | Potency | 11220.2 | nM | None |
| Homo sapiens | Glutaminase kidney isoform, mitochondrial | Potency | 4466.8 | nM | None |
| Homo sapiens | HEK293 | Potency | 5623.4 | nM | None |
| Homo sapiens | Homo sapiens | log Kp | -5.56 | cm/s | 10.1021/jm060230+ |
| Homo sapiens | Lymphoblastoid cell | Potency | 7943.3 | nM | None |
| Homo sapiens | Nuclear receptor ROR-gamma | Potency | 2660.3 | nM | None |
| Homo sapiens | Peroxisome proliferator-activated receptor delta | Potency | 177.8 | nM | None |
| Homo sapiens | Skin | log Kp | -5.56 | None | 10.1021/jm0611105 |
| Homo sapiens | Solute carrier organic anion transporter family member 1B1 | Inhibition | 133.79 | % | 10.1124/mol.112.084152 |
| Homo sapiens | Solute carrier organic anion transporter family member 1B3 | Inhibition | 96.21 | % | 10.1124/mol.112.084152 |
| Homo sapiens | TAR DNA-binding protein 43 | Potency | 22387.2 | nM | None |
| Lactuca sativa | Lactuca sativa | Activity | nan | None | 10.1021/np9800708 |
| Lolium multiflorum | Lolium multiflorum | Activity | -1.67 | micromol/m2/s | 10.1021/jf2026555 |
| Lolium multiflorum | Lolium multiflorum | Activity | -1.56 | micromol/m2/s | 10.1021/jf2026555 |
| Lolium multiflorum | Lolium multiflorum | Activity | -1.35 | micromol/m2/s | 10.1021/jf2026555 |
| Lolium multiflorum | Lolium multiflorum | Activity | -1.32 | micromol/m2/s | 10.1021/jf2026555 |
| Lolium multiflorum | Lolium multiflorum | Activity | -1.04 | micromol/m2/s | 10.1021/jf2026555 |
| Lolium multiflorum | Lolium multiflorum | Activity | -0.61 | micromol/m2/s | 10.1021/jf2026555 |
| Lolium multiflorum | Lolium multiflorum | Activity | 0.1 | nmol/sec | 10.1021/jf2026555 |
| Lolium multiflorum | Lolium multiflorum | Activity | 0.13 | nmol/sec | 10.1021/jf2026555 |
| Lolium multiflorum | Lolium multiflorum | Activity | 0.46 | nmol/sec | 10.1021/jf2026555 |
| Lolium multiflorum | Lolium multiflorum | Activity | 0.71 | nmol/sec | 10.1021/jf2026555 |
| Lolium multiflorum | Lolium multiflorum | Activity | 0.74 | uM/L | 10.1021/jf2026555 |
| Lolium multiflorum | Lolium multiflorum | Activity | 0.85 | uM/L | 10.1021/jf2026555 |
| Lolium multiflorum | Lolium multiflorum | Activity | 1.0 | nmol/sec | 10.1021/jf2026555 |
| Lolium multiflorum | Lolium multiflorum | Activity | 1.2 | nmol/sec | 10.1021/jf2026555 |
| Lolium multiflorum | Lolium multiflorum | Activity | 1.4 | nmol/sec | 10.1021/jf2026555 |
| Lolium multiflorum | Lolium multiflorum | Activity | 3.5 | nmol/sec | 10.1021/jf2026555 |
| Lolium multiflorum | Lolium multiflorum | Activity | 3.6 | nmol/sec | 10.1021/jf2026555 |
| Lolium multiflorum | Lolium multiflorum | Activity | 4.5 | nmol/sec | 10.1021/jf2026555 |
| Lolium multiflorum | Lolium multiflorum | Activity | 10.0 | % | 10.1021/jf2026555 |
| Lolium multiflorum | Lolium multiflorum | Activity | 12.2 | nmol/sec | 10.1021/jf2026555 |
| Lolium multiflorum | Lolium multiflorum | Activity | 14.2 | nmol/sec | 10.1021/jf2026555 |
| Lolium multiflorum | Lolium multiflorum | Activity | 15.0 | % | 10.1021/jf2026555 |
| Lolium multiflorum | Lolium multiflorum | Activity | 15.0 | nmol/sec | 10.1021/jf2026555 |
| Lolium multiflorum | Lolium multiflorum | Activity | 20.0 | % | 10.1021/jf2026555 |
| Lolium multiflorum | Lolium multiflorum | Activity | 24.0 | % | 10.1021/jf2026555 |
| Lolium multiflorum | Lolium multiflorum | Activity | 25.0 | % | 10.1021/jf2026555 |
| Lolium multiflorum | Lolium multiflorum | Activity | 26.0 | % | 10.1021/jf2026555 |
| Lolium multiflorum | Lolium multiflorum | Activity | 27.0 | % | 10.1021/jf2026555 |
| Lolium multiflorum | Lolium multiflorum | Activity | 31.0 | % | 10.1021/jf2026555 |
| Lolium multiflorum | Lolium multiflorum | Activity | 35.0 | % | 10.1021/jf2026555 |
| Lolium multiflorum | Lolium multiflorum | Activity | 103.0 | % | 10.1021/jf2026555 |
| Lolium multiflorum | Lolium multiflorum | Drug uptake | 4.75 | ppm | 10.1021/jf2026555 |
| Lolium multiflorum | Shoot | Drug uptake | 3.11 | ppm | 10.1021/jf2026555 |
| Lolium multiflorum | Shoot | Drug uptake | 4.22 | ppm | 10.1021/jf2026555 |
| Lolium multiflorum | Shoot | Drug uptake | 4.52 | ppm | 10.1021/jf2026555 |
| Lolium multiflorum | Shoot | Drug uptake | 5.9 | ppm | 10.1021/jf2026555 |
| Lolium multiflorum | Shoot | Drug uptake | 6.0 | ppm | 10.1021/jf2026555 |
| Lolium perenne | Lolium perenne | GI | 80.0 | % | 10.1021/jf203383s |
| Lolium perenne | Lolium perenne | GI | 100.0 | % | 10.1021/jf203383s |
| Mus musculus | Nuclear receptor ROR-gamma | Potency | 15848.9 | nM | None |
| Persicaria longiseta | Persicaria longiseta | Activity | 91.0 | % | 10.1584/jpestics.26.257 |
| Persicaria longiseta | Persicaria longiseta | Activity | nan | None | 10.1584/jpestics.26.257 |
| Photinus pyralis | Luciferin 4-monooxygenase | EC50 | 112219.0 | nM | None |
| Phytophthora infestans | Phytophthora infestans | Inhibition | nan | % | 10.1021/jf203383s |
| Plutella xylostella | Plutella xylostella | mortality | nan | None | 10.1021/jf203383s |
| Poa annua | Photosystem Q(B) protein | IC50 | 160.0 | nM | 10.1584/jpestics.26.236 |
| Poa annua | Photosystem Q(B) protein | IC50 | 100000.0 | nM | 10.1584/jpestics.26.236 |
| Poa annua | Photosystem Q(B) protein | Ratio | 625.0 | None | 10.1584/jpestics.26.236 |
| Poa annua | Poa annua | Activity | nan | None | 10.1584/jpestics.26.236 |
| Poa annua | Poa annua | GI | 0.0 | % | 10.1021/jf203383s |
| Pontederia vaginalis | Pontederia vaginalis | Activity | 100.0 | % | 10.1584/jpestics.26.257 |
| Pythium dissimile | Pythium dissimile | Inhibition | nan | % | 10.1021/jf203383s |
| Rattus norvegicus | Nuclear receptor subfamily 1 group I member 2 | Potency | 89125.1 | nM | None |
| Rotala indica | Rotala indica | Activity | nan | None | 10.1584/jpestics.26.257 |
| Schoenoplectiella juncoides | Schoenoplectiella juncoides | Activity | 76.0 | % | 10.1584/jpestics.26.257 |
| Secale cereale | Triosephosphate isomerase, chloroplastic | Activity | 7.2 | nmol/sec | 10.1021/jf901681q |
| Secale cereale | Triosephosphate isomerase, chloroplastic | Inhibition | 26.5 | % | 10.1021/jf901681q |
| Severe acute respiratory syndrome coronavirus 2 | Replicase polyprotein 1ab | Inhibition | 26.02 | % | 10.6019/CHEMBL4495564 |
| Severe acute respiratory syndrome coronavirus 2 | SARS-CoV-2 | IC50 relative | nan | None | 10.6019/EOS300033 |
| Severe acute respiratory syndrome coronavirus 2 | SARS-CoV-2 | Inhibition | 0.23 | % | 10.6019/CHEMBL4495565 |
| Spinacia oleracea | Cytochrome b6-f complex subunit 4 | IC50 | 186.21 | nM | 10.1584/jpestics.23.268 |
| Spinacia oleracea | Cytochrome b6-f complex subunit 4 | IC50 | 186.21 | nM | 10.1584/jpestics.24.138 |
| Spinacia oleracea | Cytochrome b6-f complex subunit 4 | IC50 | 186.21 | nM | 10.1584/jpestics.30.39 |
| Spinacia oleracea | Cytochrome b6-f complex subunit 4 | IC50 | 281.84 | nM | 10.1584/jpestics.26.257 |
| Stellaria media | Stellaria media | Activity | 100.0 | % | 10.1584/jpestics.23.268 |
| Stellaria media | Stellaria media | GI | 90.0 | % | 10.1021/jf203383s |
| Stellaria media | Stellaria media | GI | 100.0 | % | 10.1021/jf203383s |
| Triticum aestivum | Shoot | Drug uptake | 0.35 | ppm | 10.1021/jf2026555 |
| Triticum aestivum | Shoot | Drug uptake | 1.38 | ppm | 10.1021/jf2026555 |
| Triticum aestivum | Shoot | Drug uptake | 1.94 | ppm | 10.1021/jf2026555 |
| Triticum aestivum | Shoot | Drug uptake | 5.67 | ppm | 10.1021/jf2026555 |
| Triticum aestivum | Triticum aestivum | Activity | -0.52 | micromol/m2/s | 10.1021/jf2026555 |
| Triticum aestivum | Triticum aestivum | Activity | -0.51 | micromol/m2/s | 10.1021/jf2026555 |
| Triticum aestivum | Triticum aestivum | Activity | 0.0 | micromol/m2/s | 10.1021/jf2026555 |
| Triticum aestivum | Triticum aestivum | Activity | 0.057 | uM/L | 10.1021/jf2026555 |
| Triticum aestivum | Triticum aestivum | Activity | 0.1 | nmol/sec | 10.1021/jf2026555 |
| Triticum aestivum | Triticum aestivum | Activity | 0.11 | nmol/sec | 10.1021/jf2026555 |
| Triticum aestivum | Triticum aestivum | Activity | 0.12 | nmol/sec | 10.1021/jf2026555 |
| Triticum aestivum | Triticum aestivum | Activity | 0.22 | micromol/m2/s | 10.1021/jf2026555 |
| Triticum aestivum | Triticum aestivum | Activity | 0.43 | micromol/m2/s | 10.1021/jf2026555 |
| Triticum aestivum | Triticum aestivum | Activity | 0.53 | uM/L | 10.1021/jf2026555 |
| Triticum aestivum | Triticum aestivum | Activity | 0.55 | uM/L | 10.1021/jf2026555 |
| Triticum aestivum | Triticum aestivum | Activity | 0.9 | micromol/m2/s | 10.1021/jf2026555 |
| Triticum aestivum | Triticum aestivum | Activity | 1.0 | nmol/sec | 10.1021/jf2026555 |
| Triticum aestivum | Triticum aestivum | Activity | 1.1 | nmol/sec | 10.1021/jf2026555 |
| Triticum aestivum | Triticum aestivum | Activity | 1.5 | nmol/sec | 10.1021/jf2026555 |
| Triticum aestivum | Triticum aestivum | Activity | 1.7 | nmol/sec | 10.1021/jf2026555 |
| Triticum aestivum | Triticum aestivum | Activity | 2.5 | nmol/sec | 10.1021/jf2026555 |
| Triticum aestivum | Triticum aestivum | Activity | 5.3 | nmol/sec | 10.1021/jf2026555 |
| Triticum aestivum | Triticum aestivum | Activity | 5.5 | nmol/sec | 10.1021/jf2026555 |
| Triticum aestivum | Triticum aestivum | Activity | 5.7 | nmol/sec | 10.1021/jf2026555 |
| Triticum aestivum | Triticum aestivum | Activity | 15.0 | % | 10.1021/jf2026555 |
| Triticum aestivum | Triticum aestivum | Activity | 18.0 | nmol/sec | 10.1021/jf2026555 |
| Triticum aestivum | Triticum aestivum | Activity | 20.0 | % | 10.1021/jf2026555 |
| Triticum aestivum | Triticum aestivum | Activity | 21.0 | % | 10.1021/jf2026555 |
| Triticum aestivum | Triticum aestivum | Activity | 22.0 | nmol/sec | 10.1021/jf2026555 |
| Triticum aestivum | Triticum aestivum | Activity | 23.5 | nmol/sec | 10.1021/jf2026555 |
| Triticum aestivum | Triticum aestivum | Activity | 26.0 | % | 10.1021/jf2026555 |
| Triticum aestivum | Triticum aestivum | Activity | 28.0 | % | 10.1021/jf2026555 |
| Triticum aestivum | Triticum aestivum | Activity | 36.0 | % | 10.1021/jf2026555 |
| Triticum aestivum | Triticum aestivum | Activity | 37.0 | % | 10.1021/jf2026555 |
| Triticum aestivum | Triticum aestivum | Activity | 40.0 | % | 10.1021/jf2026555 |
| Triticum aestivum | Triticum aestivum | Drug uptake | 2.26 | ppm | 10.1021/jf2026555 |
| Zea mays | Zea mays | Activity | 3.35 | m | 10.1016/j.cropro.2007.11.020 |
| Zea mays | Zea mays | Activity | nan | None | 10.1016/j.cropro.2007.11.020 |
| None | ADMET | Activity | 13.5 | % | 10.1021/jm060230+ |
| None | ADMET | Activity | 38.8 | % | 10.1021/jm060230+ |
| None | ADMET | LogP app | -4.53 | None | 10.1016/j.bmc.2007.03.040 |
| None | ADMET | LogP app | -4.14 | None | 10.1016/j.bmc.2007.03.040 |
| None | ADMET | log Pe | -4.21 | cm/s | 10.1021/jm060230+ |
| None | ADMET | log Pe | -4.21 | None | 10.1021/jm0611105 |
| None | ADMET | Papp | 29.18 | 10^-6 cm/s | 10.1016/j.bmc.2007.03.040 |
| None | ADMET | Papp | 72.11 | 10^-6 cm/s | 10.1016/j.bmc.2007.03.040 |
| None | ADMET | R% | 3.0 | % | 10.1016/j.bmc.2007.03.040 |
| None | Molecular identity unknown | Potency | 44668.4 | nM | None |
| None | Molecular identity unknown | Potency | 79432.8 | nM | None |
| None | No relevant target | LogD | 2.61 | None | 10.1021/jf102525e |
| None | No relevant target | LogP | 2.61 | None | 10.1016/j.bmc.2007.03.040 |
| None | No relevant target | LogP | 2.61 | None | 10.1021/jf102525e |
| None | No relevant target | LogP | 2.61 | None | 10.1021/jm0611105 |
| None | No relevant target | logPapp | -4.53 | None | 10.1021/jf102525e |
| None | No relevant target | Log S | -3.55 | None | 10.1016/s0960-894x(00)00172-4 |
| None | No relevant target | pKa | 0.0 | None | 10.1021/jf102525e |
| None | No relevant target | pKa | 2.0 | None | 10.1021/jm060230+ |
| None | Unchecked | Activity | nan | None | 10.1021/np9800708 |
| None | Unchecked | EC50 | 112219.0 | nM | None |
| None | Unchecked | IC50 | 930.0 | nM | 10.1021/np9800708 |
| None | Unchecked | Potency | 446.7 | nM | None |