General Information
ZINC ID ZINC000045338772
Molecular Weight (Da)513
SMILESN#Cc1ccc(C(=O)NCC[C@@H]2CC[C@@H](c3ccc(Cl)cc3Cl)N(c3ccc(Cl)cc3)C2)cc1
Molecular FormulaC27Cl3N3O1
ActionAntagonist
Chemical Structure
Physicochemical Details
Molar Refractivity139.338
HBA2
HBD1
Rotatable Bonds7
Heavy Atoms34
LogP7.34
Activity (Ki) in nM5.1286
Polar Surface Area (PSA)56.13
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 binding0.786
Chemical Structure
Pharmacokinetic Properties (SwissADME)
Number of aromatic heavy atoms18
Fraction csp30.26
Ilogp4.47
Xlogp37.25
Wlogp6.59
Mlogp5.17
Silicos-it log p6.65
Consensus log p6.03
Esol log s-7.52
Esol solubility (mg/ml)0.0000156
Esol solubility (mol/l)3.04E-08
Esol classPoorly sol
Ali log s-8.25
Ali solubility (mg/ml)0.00000286
Ali solubility (mol/l)5.58E-09
Ali classPoorly sol
Silicos-it logsw-10.24
Silicos-it solubility (mg/ml)2.92E-08
Silicos-it solubility (mol/l)5.69E-11
Silicos-it classInsoluble
Pgp substrate
Log kp (cm/s)-4.28
Lipinski number of violations2
Ghose number of violations3
Veber number of violations0
Egan number of violations1
Muegge number of violations1
Bioavailability score0.17
Pains number of alerts0
Brenk number of alerts0
Leadlikeness number of violations2
Synthetic accessibility3.72
Chemical Structure
Pharmacokinetic Properties (ADMETLab)
Logs-6.333
Logd4.642
Logp6.598
F (20%)0.003
F (30%)0.553
Mdck-
Ppb100.45%
Vdss0.851
Fu0.54%
Cyp1a2-inh0.38
Cyp1a2-sub0.264
Cyp2c19-inh0.795
Cyp2c19-sub0.09
Cl6.027
T120.029
H-ht0.949
Dili0.942
Roa0.451
Fdamdd0.954
Skinsen0.417
Ec0.003
Ei0.016
Respiratory0.519
Bcf2.643
Igc505.229
Lc506.113
Lc50dm6.043
Nr-ar0.017
Nr-ar-lbd0.007
Nr-ahr0.182
Nr-aromatase0.782
Nr-er0.593
Nr-er-lbd0.074
Nr-ppar-gamma0.163
Sr-are0.874
Sr-atad50.181
Sr-hse0.088
Sr-mmp0.836
Sr-p530.839
Vol497.098
Dense1.028
Flex0.269
Nstereo2
Nongenotoxic carcinogenicity1
Ld50 oral0
Genotoxic carcinogenicity mutagenicity1
Surechembl0
Nonbiodegradable1
Skin sensitization0
Acute aquatic toxicity-
Toxicophores2
Qed0.377
Synth3.109
Fsp30.259
Mce-1875.765
Natural product-likeness-1.217
Alarm nmr1
Bms0
Chelating0
Pfizer-
GskRejected
GoldentriangleRejected