General Information
ZINC ID ZINC000072122744
Molecular Weight (Da)474
SMILESCc1c(C(=O)Nc2cc[n+]([O-])cc2)nn(-c2ccc(Cl)cc2Cl)c1-c1ccc(Cl)cc1
Molecular FormulaC22Cl3N4O2
ActionAntagonist
Chemical Structure
Physicochemical Details
Molar Refractivity119.654
HBA2
HBD1
Rotatable Bonds4
Heavy Atoms31
LogP3.385
Activity (Ki) in nM4570.882
Polar Surface Area (PSA)73.86
Chemical Structure
Pharmacokinetic Properties (AdmetSAR)
Human intestinal absorption+
Caco-2-
Blood brain barrier+
P-glycoprotein inhibitior-
P-glycoprotein substrate-
Cyp3a4 substrate+
Cyp2c9 substrate-
Cyp2d6 substrate-
Cyp3a4 inhibition-
Cyp2c9 inhibition+
Cyp2c19 inhibition+
Cyp2d6 inhibition-
Cyp1a2 inhibition+
Acute oral toxicity+
Carcinogenicity (binary)-
Ames mutagenesis-
Human ether-a-go-go-related
gene inhibition
+
Biodegradation-
Glucocorticoid receptor binding+
Thyroid receptor binding+
Androgen receptor binding+
Plasma protein binding1.309
Chemical Structure
Pharmacokinetic Properties (SwissADME)
Number of aromatic heavy atoms23
Fraction csp30.05
Ilogp2.68
Xlogp34.91
Wlogp5.5
Mlogp4.59
Silicos-it log p4.22
Consensus log p4.38
Esol log s-6.09
Esol solubility (mg/ml)0.000386
Esol solubility (mol/l)0.00000081
Esol classPoorly sol
Ali log s-6.17
Ali solubility (mg/ml)0.000323
Ali solubility (mol/l)0.00000068
Ali classPoorly sol
Silicos-it logsw-8.28
Silicos-it solubility (mg/ml)0.0000025
Silicos-it solubility (mol/l)5.28E-09
Silicos-it classPoorly soluble
Pgp substrate
Log kp (cm/s)-5.7
Lipinski number of violations1
Ghose number of violations0
Veber number of violations0
Egan number of violations0
Muegge number of violations0
Bioavailability score0.55
Pains number of alerts0
Brenk number of alerts2
Leadlikeness number of violations2
Synthetic accessibility3.19
Chemical Structure
Pharmacokinetic Properties (ADMETLab)
Logs-7.077
Logd3.965
Logp4.441
F (20%)0.001
F (30%)0.001
Mdck1.43E-05
Ppb0.9884
Vdss0.461
Fu0.0081
Cyp1a2-inh0.517
Cyp1a2-sub0.674
Cyp2c19-inh0.922
Cyp2c19-sub0.172
Cl3.561
T120.196
H-ht0.195
Dili0.971
Roa0.3
Fdamdd0.681
Skinsen0.071
Ec0.003
Ei0.034
Respiratory0.045
Bcf3.655
Igc505.162
Lc506.39
Lc50dm6.374
Nr-ar0.025
Nr-ar-lbd0.248
Nr-ahr0.96
Nr-aromatase0.966
Nr-er0.782
Nr-er-lbd0.034
Nr-ppar-gamma0.781
Sr-are0.949
Sr-atad50.738
Sr-hse0.569
Sr-mmp0.966
Sr-p530.956
Vol430.405
Dense1.097
Flex0.208
Nstereo0
Nongenotoxic carcinogenicity1
Ld50 oral0
Genotoxic carcinogenicity mutagenicity1
Surechembl0
Nonbiodegradable2
Skin sensitization4
Acute aquatic toxicity1
Toxicophores1
Qed0.305
Synth2.571
Fsp30.045
Mce-1824
Natural product-likeness-1.564
Alarm nmr0
Bms0
Chelating0
Pfizer1
GskRejected
GoldentriangleAccepted