General Information
ZINC ID ZINC000013680127
Molecular Weight (Da)363
SMILESO=C1[C@@H](c2ccc(Cl)cc2)N(c2ccccc2)C(=O)N1c1ccccc1
Molecular FormulaC21Cl1N2O2
ActionAntagonist
Chemical Structure
Physicochemical Details
Molar Refractivity100.676
HBA2
HBD0
Rotatable Bonds3
Heavy Atoms26
LogP5.408
Activity (Ki) in nM6606.93
Polar Surface Area (PSA)40.62
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 binding1.06892478
Chemical Structure
Pharmacokinetic Properties (SwissADME)
Number of aromatic heavy atoms18
Fraction csp30.05
Ilogp3.27
Xlogp34.76
Wlogp3.97
Mlogp4.23
Silicos-it log p3.44
Consensus log p3.93
Esol log s-5.4
Esol solubility (mg/ml)0.00144
Esol solubility (mol/l)0.00000396
Esol classModerately
Ali log s-5.34
Ali solubility (mg/ml)0.00164
Ali solubility (mol/l)0.00000453
Ali classModerately
Silicos-it logsw-7.05
Silicos-it solubility (mg/ml)0.0000325
Silicos-it solubility (mol/l)8.95E-08
Silicos-it classPoorly soluble
Pgp substrate
Log kp (cm/s)-5.13
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 alerts1
Leadlikeness number of violations2
Synthetic accessibility2.9
Chemical Structure
Pharmacokinetic Properties (ADMETLab)
Logs-5.103
Logd4.261
Logp4.268
F (20%)0.351
F (30%)0.004
Mdck-
Ppb97.95%
Vdss0.412
Fu1.40%
Cyp1a2-inh0.431
Cyp1a2-sub0.121
Cyp2c19-inh0.232
Cyp2c19-sub0.11
Cl4.889
T120.725
H-ht0.566
Dili0.939
Roa0.129
Fdamdd0.544
Skinsen0.179
Ec0.003
Ei0.089
Respiratory0.114
Bcf1.781
Igc504.866
Lc505.197
Lc50dm5.403
Nr-ar0.018
Nr-ar-lbd0.084
Nr-ahr0.533
Nr-aromatase0.839
Nr-er0.828
Nr-er-lbd0.091
Nr-ppar-gamma0.072
Sr-are0.777
Sr-atad50.444
Sr-hse0.004
Sr-mmp0.908
Sr-p530.634
Vol363.33
Dense0.997
Flex0.125
Nstereo0
Nongenotoxic carcinogenicity1
Ld50 oral0
Genotoxic carcinogenicity mutagenicity0
Surechembl0
Nonbiodegradable1
Skin sensitization0
Acute aquatic toxicity-
Toxicophores2
Qed0.576
Synth2.082
Fsp30
Mce-1821
Natural product-likeness-0.714
Alarm nmr0
Bms0
Chelating0
Pfizer-
GskRejected
GoldentriangleAccepted