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None

AlkaPlorer ID: AK322679

Synonym: None

IUPAC Name: 4-[(7-chloro-2-methoxybenzo[b][1,5]naphthyridin-10-yl)amino]-2,6-bis(pyrrolidin-1-ylmethyl)phenol

Structure

SMILES: COC1=CC=C2NC3=CC(Cl)=CC=C3C(=NC3=CC(CN4CCCC4)=C(O)C(CN4CCCC4)=C3)C2=N1

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InChI: InChI=1S/C29H32ClN5O2/c1-37-26-9-8-24-28(33-26)27(23-7-6-21(30)16-25(23)32-24)31-22-14-19(17-34-10-2-3-11-34)29(36)20(15-22)18-35-12-4-5-13-35/h6-9,14-16,36H,2-5,10-13,17-18H2,1H3,(H,31,32)

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InChIKey: DJUFPMUQJKWIJB-UHFFFAOYSA-N

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Reference

PubChem CID: 107771

CAS: 74847-35-1

NPASS: NPC478548

Properties Information

Molecule Weight: 518.0610000000005

TPSA？: 76.97999999999999

MolLogP？: 5.507700000000006

Number of H-Donors: 2

Number of H-Acceptors: 6

RingCount: 6

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Chlorocebus sabaeus Vero 76 IC50 1300.0 nM 10.1016/j.bmc.2022.117043
Ebolavirus Ebolavirus IC50 820.0 nM 10.1021/acsmedchemlett.0c00298
Homo sapiens Adenosine A1 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Adenosine A2a receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Adenosine A3 receptor AC50 15000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Alpha-1a adrenergic receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Alpha-2a adrenergic receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Alpha-2b adrenergic receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Alpha-2c adrenergic receptor AC50 21000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Beta-1 adrenergic receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Beta-2 adrenergic receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Bradykinin B2 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens CaM kinase I alpha Inhibition 35.0 % 10.1016/j.bmc.2022.117043
Homo sapiens Cannabinoid CB1 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Cathepsin D Inhibition 50.0 % 10.1016/j.bmc.2022.117043
Homo sapiens Cholecystokinin A receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Cholecystokinin B receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Cyclooxygenase-2 AC50 6200.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Delta opioid receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Dopamine D1 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Dopamine D2 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Dopamine D3 receptor AC50 21000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Dopamine transporter AC50 10999.9 nM 10.1038/s41467-023-40064-9
Homo sapiens Endothelin receptor ET-A AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Equilibrative nucleoside transporter 1 AC50 21000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Estrogen receptor alpha AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Ghrelin receptor AC50 25999.8 nM 10.1038/s41467-023-40064-9
Homo sapiens Glucocorticoid receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens HEK293 CC50 3549.5 nM 10.1021/acs.jmedchem.8b01310
Homo sapiens HEK293 GI 95.6 % 10.1021/acs.jmedchem.8b01310
Homo sapiens HEK293 GI 102.0 % 10.1021/acs.jmedchem.8b01310
Homo sapiens HEK293 IC50 1.79 nM 10.1021/acs.jnatprod.5b00581
Homo sapiens HEK293 IC50 1800.0 nM 10.1021/acs.jnatprod.6b00759
Homo sapiens HEK293 IC50 1800.0 nM 10.1021/acs.jnatprod.9b00721
Homo sapiens HEK293 IC50 1990.0 nM 10.1021/acs.jnatprod.8b00956
Homo sapiens HEK293 IC50 2900.0 nM 10.1021/acs.jnatprod.7b00587
Homo sapiens HEK293 IC50 5200.0 nM 10.1021/acs.jnatprod.8b00154
Homo sapiens HEK293 IC50 5220.0 nM 10.1016/j.bmcl.2017.03.065
Homo sapiens HeLa IC50 3100.0 nM 10.1016/j.bmc.2022.117043
Homo sapiens HERG AC50 280.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Histamine H1 receptor AC50 21000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Histamine H2 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Histamine H3 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Histone deacetylase 6 Inhibition 7.32 % 10.6019/CHEMBL4808148
Homo sapiens Histone deacetylase 6 Inhibition 9.93 % 10.6019/CHEMBL4808148
Homo sapiens HT-1080 IC50 4230.0 nM 10.1016/j.bmc.2022.117043
Homo sapiens Jurkat IC50 4000.0 nM 10.1021/jm00036a014
Homo sapiens Jurkat TI 1480.0 None 10.1021/jm00036a014
Homo sapiens Kappa opioid receptor AC50 15000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Maternal embryonic leucine zipper kinase Inhibition 31.0 % 10.1016/j.bmc.2022.117043
Homo sapiens Melanocortin receptor 3 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Monoamine oxidase A AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Motilin receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Mu opioid receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Muscarinic acetylcholine receptor M1 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Muscarinic acetylcholine receptor M2 AC50 15000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Muscarinic acetylcholine receptor M2 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Muscarinic acetylcholine receptor M3 AC50 25000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Neuronal acetylcholine receptor protein alpha-4 subunit AC50 25999.8 nM 10.1038/s41467-023-40064-9
Homo sapiens Neuropeptide Y receptor type 1 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Norepinephrine transporter AC50 8100.1 nM 10.1038/s41467-023-40064-9
Homo sapiens P-glycoprotein 1 Activity nan None 10.1016/j.bbrc.2004.05.099
Homo sapiens Phosphodiesterase 3A AC50 5699.9 nM 10.1038/s41467-023-40064-9
Homo sapiens Phosphodiesterase 4D AC50 23999.9 nM 10.1038/s41467-023-40064-9
Homo sapiens Pregnane X receptor AC50 17100.2 nM 10.1038/s41467-023-40064-9
Homo sapiens Pregnane X receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Progesterone receptor AC50 14000.1 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin 1a (5-HT1a) receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin 2a (5-HT2a) receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin 2b (5-HT2b) receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin 2c (5-HT2c) receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin 3a (5-HT3a) receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin transporter AC50 12999.9 nM 10.1038/s41467-023-40064-9
Homo sapiens SH-SY5Y Activity nan None 10.1016/j.bmc.2022.117043
Homo sapiens SH-SY5Y IC50 1700.0 nM 10.1016/j.bmc.2022.117043
Homo sapiens SK-N-AS IC50 3450.0 nM 10.1016/j.bmc.2022.117043
Homo sapiens Thromboxane A2 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Type-1 angiotensin II receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Vasopressin V1a receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Vasopressin V2 receptor AC50 17999.9 nM 10.1038/s41467-023-40064-9
Mycobacterium tuberculosis Mycobacterium tuberculosis MIC 5.0 ug.mL-1 10.1016/j.ejmech.2020.112175
Plasmodium berghei Plasmodium berghei Inhibition 50.0 % 10.1021/jm400325j
Plasmodium falciparum Hemozoin IC50 2200.0 nM 10.1021/acs.jmedchem.0c02022
Plasmodium falciparum Plasmodium falciparum EC50 16.0 nM 10.1021/acs.jmedchem.6b01673
Plasmodium falciparum Plasmodium falciparum EC50 25.0 nM 10.1021/acs.jmedchem.6b01673
Plasmodium falciparum Plasmodium falciparum EC50 53.0 nM 10.1016/j.ejmech.2021.113253
Plasmodium falciparum Plasmodium falciparum EC50 94.0 nM 10.1021/acs.jmedchem.0c02022
Plasmodium falciparum Plasmodium falciparum EC50 1240.0 nM 10.1016/j.ejmech.2021.113253
Plasmodium falciparum Plasmodium falciparum EC50 1400.0 nM 10.1021/acs.jmedchem.6b01673
Plasmodium falciparum Plasmodium falciparum EC50 3108.0 nM 10.1021/acs.jmedchem.6b00723
Plasmodium falciparum Plasmodium falciparum IC50 0.8 nM 10.1021/jm00036a014
Plasmodium falciparum Plasmodium falciparum IC50 1.0 nM 10.1021/jm00036a014
Plasmodium falciparum Plasmodium falciparum IC50 1.6 nM 10.1128/aac.00801-10
Plasmodium falciparum Plasmodium falciparum IC50 1.92 nM 10.1128/aac.00801-10
Plasmodium falciparum Plasmodium falciparum IC50 2.7 nM 10.1021/jm00036a014
Plasmodium falciparum Plasmodium falciparum IC50 3.2 nM 10.6019/CHEMBL2113921
Plasmodium falciparum Plasmodium falciparum IC50 3.6 nM 10.1021/acs.jnatprod.5b00581
Plasmodium falciparum Plasmodium falciparum IC50 3.6 nM 10.1021/acs.jnatprod.6b00759
Plasmodium falciparum Plasmodium falciparum IC50 3.6 nM 10.1021/acs.jnatprod.9b00721
Plasmodium falciparum Plasmodium falciparum IC50 5.7 nM 10.1007/s00044-007-9025-8
Plasmodium falciparum Plasmodium falciparum IC50 6.0 nM 10.1021/jm3005898
Plasmodium falciparum Plasmodium falciparum IC50 7.0 nM 10.1021/acs.jmedchem.8b01310
Plasmodium falciparum Plasmodium falciparum IC50 7.4 nM 10.1016/j.ejmech.2021.113518
Plasmodium falciparum Plasmodium falciparum IC50 7.5 nM 10.1021/acs.jnatprod.6b00759
Plasmodium falciparum Plasmodium falciparum IC50 7.5 nM 10.1021/acs.jnatprod.9b00721
Plasmodium falciparum Plasmodium falciparum IC50 7.51 nM 10.1021/acs.jnatprod.5b00581
Plasmodium falciparum Plasmodium falciparum IC50 7.9 nM 10.1021/acs.jmedchem.8b01310
Plasmodium falciparum Plasmodium falciparum IC50 8.0 nM 10.1128/aac.00801-10
Plasmodium falciparum Plasmodium falciparum IC50 8.2 nM 10.1021/acs.jnatprod.8b00956
Plasmodium falciparum Plasmodium falciparum IC50 8.3 nM 10.1016/j.ejmech.2021.113518
Plasmodium falciparum Plasmodium falciparum IC50 9.1 nM 10.1007/s00044-007-9025-8
Plasmodium falciparum Plasmodium falciparum IC50 11.0 nM 10.1021/acs.jnatprod.8b00956
Plasmodium falciparum Plasmodium falciparum IC50 11.9 nM 10.1016/j.bmcl.2017.03.065
Plasmodium falciparum Plasmodium falciparum IC50 12.0 nM 10.1021/acs.jnatprod.7b00587
Plasmodium falciparum Plasmodium falciparum IC50 12.0 nM 10.1021/acs.jnatprod.8b00154
Plasmodium falciparum Plasmodium falciparum IC50 18.0 nM 10.1016/j.bmcl.2017.03.065
Plasmodium falciparum Plasmodium falciparum IC50 18.0 nM 10.1021/acs.jnatprod.8b00154
Plasmodium falciparum Plasmodium falciparum IC50 20.0 nM 10.1021/jm3005898
Plasmodium falciparum Plasmodium falciparum IC50 23.0 nM 10.1021/jm3005898
Plasmodium falciparum Plasmodium falciparum IC50 29.0 nM 10.1016/j.ejmech.2018.09.018
Plasmodium falciparum Plasmodium falciparum IC50 46.0 nM 10.1021/jm4004279
Plasmodium falciparum Plasmodium falciparum IC50 131.3 nM 10.1021/jm4004279
Plasmodium falciparum Plasmodium falciparum IC50 140.0 nM 10.1021/acs.jnatprod.7b00587
Plasmodium falciparum Plasmodium falciparum IC50 1300.0 nM 10.1021/jm4004279
Plasmodium falciparum Plasmodium falciparum IC50 1710.0 nM 10.1016/j.ejmech.2018.09.018
Plasmodium falciparum Plasmodium falciparum IC50 2700.0 nM 10.1016/j.ejmech.2014.05.050
Plasmodium falciparum Plasmodium falciparum IC50 2960.0 nM 10.6019/CHEMBL2113921
Plasmodium falciparum Plasmodium falciparum IC50 64000.0 nM 10.1016/j.bmc.2010.01.068
Plasmodium falciparum Plasmodium falciparum IC99 27.0 nM 10.1021/jm00036a014
Plasmodium falciparum Plasmodium falciparum Inhibition 50.0 % 10.1021/jm400325j
Plasmodium malariae Plasmodium malariae IC50 4.1 nM 10.1128/aac.01122-10
Plasmodium malariae Plasmodium malariae IC50 7.8 nM 10.1128/aac.01122-10
Plasmodium vivax Plasmodium vivax IC50 2.4 nM 10.1128/aac.00801-10
Plasmodium vivax Plasmodium vivax IC50 2.5 nM 10.1128/aac.00801-10
Plasmodium vivax Plasmodium vivax IC50 2.58 nM 10.1128/aac.00801-10
Plasmodium vivax Plasmodium vivax IC50 4.7 nM 10.1128/aac.00801-10
Plasmodium yoelii Plasmodium yoelii IC50 1000.0 nM 10.1021/jm400325j
Rattus norvegicus Androgen Receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Rattus norvegicus Androgen Receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Rattus norvegicus Cyclooxygenase-1 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Rattus norvegicus GABA receptor alpha-1 subunit AC50 30000.0 nM 10.1038/s41467-023-40064-9
Rattus norvegicus Glutamate (NMDA) receptor subunit zeta 1 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Rattus norvegicus Voltage-gated L-type calcium channel alpha-1C subunit AC50 30000.0 nM 10.1038/s41467-023-40064-9
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Hit score 0.01775 None 10.1101/2020.04.21.054387
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 19952.62 nM 10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 20000.0 nM 10.6019/CHEMBL4651402
None Heme IC50 64000.0 nM 10.1007/s00044-007-9025-8
None NON-PROTEIN TARGET IC50 0.72 nM 10.1128/aac.01122-10
None NON-PROTEIN TARGET Potency 23.7 nM None
None Unchecked IC50 10000.0 nM 10.1016/j.bmc.2022.117043
None Unchecked Kd 7340.0 nM 10.1021/acsmedchemlett.0c00298
None Unchecked Ratio CC50/IC50 507.0 None 10.1021/acs.jmedchem.8b01310
None Unchecked Ratio IC50 1.1 None 10.1016/j.ejmech.2021.113518
None Unchecked Ratio IC50 1.3 None 10.1021/acs.jnatprod.8b00956
None Unchecked Ratio IC50 239.0 None 10.1021/acs.jnatprod.7b00587
None Unchecked Ratio IC50 246.1 None 10.1021/acs.jnatprod.8b00956
None Unchecked Ratio IC50 494.5 None 10.1021/acs.jnatprod.6b00759
None Unchecked Ratio IC50 494.5 None 10.1021/acs.jnatprod.9b00721

Metabolism Information