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4-Nitrobenzoic acid

AlkaPlorer ID: AK307835

Synonym: None

IUPAC Name: 4-nitrobenzoate

Structure

SMILES: O=C([O-])C1=CC=C([N+](=O)[O-])C=C1

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InChI: InChI=1S/C7H5NO4/c9-7(10)5-1-3-6(4-2-5)8(11)12/h1-4H,(H,9,10)/p-1

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InChIKey: OTLNPYWUJOZPPA-UHFFFAOYSA-M

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Reference

PubChem CID: 4419940

CAS: 62-23-7

NPASS: NPC50768

Properties Information

Molecule Weight: 166.112

TPSA？: 83.27

MolLogP？: -0.0417000000000001

Number of H-Donors: 0

Number of H-Acceptors: 4

RingCount: 1

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Bacillus anthracis Anthrax lethal factor Potency 31622.8 nM None
Homo sapiens Chromobox protein homolog 1 Potency 100000.0 nM None
Homo sapiens Guanine nucleotide-binding protein G(s), subunit alpha Potency 35481.3 nM None
Homo sapiens Indoleamine 2,3-dioxygenase Inhibition 6.0 % 10.1016/j.bmc.2013.10.037
Homo sapiens Peroxisome proliferator-activated receptor delta Potency 22387.2 nM None
Homo sapiens Peroxisome proliferator-activated receptor gamma Potency 44668.4 nM None
Homo sapiens Thiopurine S-methyltransferase IC50 501187.23 nM 10.1021/jm00153a009
Homo sapiens Thyroid hormone receptor beta-1 Potency 15848.9 nM None
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 Potency 70794.6 nM None
Human immunodeficiency virus 1 Aberrant vpr protein Potency 12589.3 nM None
Mus musculus Mus musculus IC50 240.0 nM 10.1016/j.bmc.2011.10.013
Rattus norvegicus Rattus norvegicus ALB 45700.0 ug.mL-1 10.6019/CHEMBL3885881
Rattus norvegicus Rattus norvegicus ALP 394.67 U.L-1 10.6019/CHEMBL3885881
Rattus norvegicus Rattus norvegicus ALT 45.0 U.L-1 10.6019/CHEMBL3885881
Rattus norvegicus Rattus norvegicus AST 80.67 U.L-1 10.6019/CHEMBL3885881
Rattus norvegicus Rattus norvegicus BASO 0.0 cells.uL-1 10.6019/CHEMBL3885881
Rattus norvegicus Rattus norvegicus BASOLE 0.0 % 10.6019/CHEMBL3885881
Rattus norvegicus Rattus norvegicus BILI 1.0 ug.mL-1 10.6019/CHEMBL3885881
Rattus norvegicus Rattus norvegicus BUN 140.0 ug.mL-1 10.6019/CHEMBL3885881
Rattus norvegicus Rattus norvegicus CHLORIDE 102.67 mEq.L-1 10.6019/CHEMBL3885881
Rattus norvegicus Rattus norvegicus CHOL 813.3 ug.mL-1 10.6019/CHEMBL3885881
Rattus norvegicus Rattus norvegicus CO2 25670000.0 nM 10.6019/CHEMBL3885881
Rattus norvegicus Rattus norvegicus CREAT 1.7 ug.mL-1 10.6019/CHEMBL3885881
Rattus norvegicus Rattus norvegicus EOS 64.0 cells.uL-1 10.6019/CHEMBL3885881
Rattus norvegicus Rattus norvegicus EOSLE 0.67 % 10.6019/CHEMBL3885881
Rattus norvegicus Rattus norvegicus GLUC 1213.3 ug.mL-1 10.6019/CHEMBL3885881
Rattus norvegicus Rattus norvegicus HCT 34.93 % 10.6019/CHEMBL3885881
Rattus norvegicus Rattus norvegicus HGB 124000.0 ug.mL-1 10.6019/CHEMBL3885881
Rattus norvegicus Rattus norvegicus LDH 162.0 U.L-1 10.6019/CHEMBL3885881
Rattus norvegicus Rattus norvegicus LIPASE 8.0 U.L-1 10.6019/CHEMBL3885881
Rattus norvegicus Rattus norvegicus Log M 0.79 None 10.1021/jm00096a014
Rattus norvegicus Rattus norvegicus Log M 1.02 None 10.1021/jm00096a014
Rattus norvegicus Rattus norvegicus LYM 10409.33 cells.uL-1 10.6019/CHEMBL3885881
Rattus norvegicus Rattus norvegicus LYMLE 92.0 % 10.6019/CHEMBL3885881
Rattus norvegicus Rattus norvegicus MCH 22.27 pg 10.6019/CHEMBL3885881
Rattus norvegicus Rattus norvegicus MCHC 355000.0 ug.mL-1 10.6019/CHEMBL3885881
Rattus norvegicus Rattus norvegicus MCV 62.77 fL 10.6019/CHEMBL3885881
Rattus norvegicus Rattus norvegicus MONO 194.67 cells.uL-1 10.6019/CHEMBL3885881
Rattus norvegicus Rattus norvegicus MONOLE 1.67 % 10.6019/CHEMBL3885881
Rattus norvegicus Rattus norvegicus NEUTLE 5.67 % 10.6019/CHEMBL3885881
Rattus norvegicus Rattus norvegicus NEUTSG 665.33 cells.uL-1 10.6019/CHEMBL3885881
Rattus norvegicus Rattus norvegicus PHOS 118.7 ug.mL-1 10.6019/CHEMBL3885881
Rattus norvegicus Rattus norvegicus PLAT 1187330.0 cells.uL-1 10.6019/CHEMBL3885881
Rattus norvegicus Rattus norvegicus pLD50 7.58 None 10.1007/s00044-009-9162-3
Rattus norvegicus Rattus norvegicus POTASSIUM 6.38 mEq.L-1 10.6019/CHEMBL3885881
Rattus norvegicus Rattus norvegicus PROT 63300.0 ug.mL-1 10.6019/CHEMBL3885881
Rattus norvegicus Rattus norvegicus RBC 5570000.0 cells.uL-1 10.6019/CHEMBL3885881
Rattus norvegicus Rattus norvegicus RBCNUC 0.0 /100WBC 10.6019/CHEMBL3885881
Rattus norvegicus Rattus norvegicus SODIUM 144.93 mEq.L-1 10.6019/CHEMBL3885881
Rattus norvegicus Rattus norvegicus URATE 15.7 ug.mL-1 10.6019/CHEMBL3885881
Rattus norvegicus Rattus norvegicus WBC 11330.0 cells.uL-1 10.6019/CHEMBL3885881
Staphylococcus aureus (strain NCTC 8325) ATP-dependent Clp protease proteolytic subunit Inhibition nan % 10.1021/acs.jmedchem.9b01746
None ADMET Hammett constant 0.78 None 10.1021/jm950589q
None ADMET IC50 501187.23 nM 10.1021/jm00096a014
None ADMET log Ks 2.34 None 10.1016/j.bmc.2008.11.040
None ADMET Log LD50 -1.52 None 10.1021/jm00096a014
None Neuron FC -0.52 None 10.1021/jm00211a010
None No relevant target LogD -2.5 None 10.1021/jm00211a010
None No relevant target LogD 1.84 None 10.1021/jm00096a014
None No relevant target LogP 1.89 None 10.1021/jm00211a010
None No relevant target pKa 3.41 None 10.1021/jm00211a010
None No relevant target pKa 3.42 None 10.1016/j.bmc.2011.10.013
None No relevant target pKa 4.39 None 10.1021/jm00211a010
None Unchecked Hammett constant 0.78 None 10.1021/jm00072a012

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT006574 CC(NC(=O)c1ccc([N+](=O)[O-])cc1)C(=O)O>>O=C(O)c1ccc([N+](=O)[O-])cc1 enzymemap_76605
AKRT011155 COC(=O)c1ccc([N+](=O)[O-])cc1>>O=C(O)c1ccc([N+](=O)[O-])cc1 enzymemap_51469
AKRT015789 N#Cc1ccc([N+](=O)[O-])cc1>>O=C(O)c1ccc([N+](=O)[O-])cc1 enzymemap_79493
AKRT017223 NC(=O)c1ccc([N+](=O)[O-])cc1>>O=C(O)c1ccc([N+](=O)[O-])cc1 enzymemap_77417
AKRT019298 N[C@@H](CCCCNC(=O)c1ccc([N+](=O)[O-])cc1)C(=O)O>>O=C(O)c1ccc([N+](=O)[O-])cc1 enzymemap_76785
AKRT022850 O=C(O)CNC(=O)CNC(=O)CNC(=O)c1ccc([N+](=O)[O-])cc1>>O=C(O)c1ccc([N+](=O)[O-])cc1 enzymemap_77216
AKRT023326 O=C(O)c1ccc([N+](=O)[O-])cc1>>O=Cc1ccc([N+](=O)[O-])cc1 retrobiocat_129
AKRT023400 O=C(OP(=O)(O)O)c1ccc([N+](=O)[O-])cc1>>O=C(O)c1ccc([N+](=O)[O-])cc1 enzymemap_80661
AKRT023760 O=Cc1ccc([N+](=O)[O-])cc1>>O=C(O)c1ccc([N+](=O)[O-])cc1 enzymemap_9282
AKRT024945 [CoA].O=C(O)c1ccc([N+](=O)[O-])cc1>>O=C([CoA])c1ccc([N+](=O)[O-])cc1 enzymemap_89586