General Information
ZINC ID ZINC000103247922
Molecular Weight (Da)396
SMILESCOc1ccc(-c2cc(C(=O)N[C@@H]3CCCC[C@H]3O)cnc2OCC2CC2)cc1
Molecular FormulaC23N2O4
ActionAntagonist
Chemical Structure
Physicochemical Details
Molar Refractivity110.071
HBA5
HBD2
Rotatable Bonds7
Heavy Atoms29
LogP3.627
Activity (Ki) in nM66.0693
Polar Surface Area (PSA)80.68
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 binding0.885
Chemical Structure
Pharmacokinetic Properties (SwissADME)
Number of aromatic heavy atoms12
Fraction csp30.48
Ilogp3.64
Xlogp33.43
Wlogp3.52
Mlogp2.29
Silicos-it log p3.77
Consensus log p3.33
Esol log s-4.24
Esol solubility (mg/ml)0.023
Esol solubility (mol/l)0.0000579
Esol classModerately
Ali log s-4.8
Ali solubility (mg/ml)0.00621
Ali solubility (mol/l)0.0000157
Ali classModerately
Silicos-it logsw-5.97
Silicos-it solubility (mg/ml)0.000424
Silicos-it solubility (mol/l)0.00000107
Silicos-it classModerately soluble
Pgp substrate
Log kp (cm/s)-6.28
Lipinski number of violations0
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 alerts0
Leadlikeness number of violations2
Synthetic accessibility4.03
Chemical Structure
Pharmacokinetic Properties (ADMETLab)
Logs-4.229
Logd3.655
Logp4.766
F (20%)0.003
F (30%)0.088
Mdck-
Ppb95.05%
Vdss1.044
Fu2.09%
Cyp1a2-inh0.44
Cyp1a2-sub0.629
Cyp2c19-inh0.585
Cyp2c19-sub0.143
Cl3.493
T120.1
H-ht0.562
Dili0.826
Roa0.688
Fdamdd0.766
Skinsen0.305
Ec0.003
Ei0.011
Respiratory0.606
Bcf1.531
Igc504.793
Lc505.54
Lc50dm6.069
Nr-ar0.537
Nr-ar-lbd0.005
Nr-ahr0.408
Nr-aromatase0.835
Nr-er0.257
Nr-er-lbd0.012
Nr-ppar-gamma0.247
Sr-are0.388
Sr-atad50.134
Sr-hse0.501
Sr-mmp0.493
Sr-p530.735
Vol410.837
Dense0.964
Flex0.364
Nstereo2
Nongenotoxic carcinogenicity0
Ld50 oral0
Genotoxic carcinogenicity mutagenicity0
Surechembl0
Nonbiodegradable1
Skin sensitization0
Acute aquatic toxicity-
Toxicophores0
Qed0.748
Synth3.019
Fsp30.478
Mce-1874.118
Natural product-likeness-0.629
Alarm nmr2
Bms0
Chelating0
Pfizer-
GskRejected
GoldentriangleAccepted