General Information
ZINC ID ibipinabant
Molecular Weight (Da)486
SMILESCN=C(N1N=C([C@H](C1)c1ccccc1)c1ccc(cc1)Cl)NS(=O)(=O)c1ccc(cc1)Cl
Molecular FormulaC23H20Cl2N4O2S
ActionAntagonist
Chemical Structure
Physicochemical Details
Molar Refractivity135.95
HBA6
HBD1
Rotatable Bonds6
Heavy Atoms32
LogP5.08
Activity (Ki) in nM7943.282
Polar Surface Area (PSA)82.51
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
+
Biodegradation0
Glucocorticoid receptor binding+
Thyroid receptor binding+
Androgen receptor binding+
Plasma protein binding0.90082645
Chemical Structure
Pharmacokinetic Properties (SwissADME)
Number of aromatic heavy atoms18
Fraction csp30.13
Ilogp3.31
Xlogp35.26
Wlogp5.08
Mlogp4.29
Silicos-it log p4.58
Consensus log p4.5
Esol log s-6.2
Esol solubility (mg/ml)3.10E-04
Esol solubility (mol/l)6.37E-07
Esol classPoorly sol
Ali log s-6.74
Ali solubility (mg/ml)8.82E-05
Ali solubility (mol/l)1.81E-07
Ali classPoorly sol
Silicos-it logsw-8.93
Silicos-it solubility (mg/ml)5.79E-07
Silicos-it solubility (mol/l)1.19E-09
Silicos-it classPoorly soluble
Pgp substrate
Log kp (cm/s)-5.54
Lipinski number of violations1
Ghose number of violations2
Veber number of violations0
Egan number of violations0
Muegge number of violations1
Bioavailability score0.55
Pains number of alerts0
Brenk number of alerts2
Leadlikeness number of violations2
Synthetic accessibility4.39
Chemical Structure
Pharmacokinetic Properties (ADMETLab)
Logs-4.621
Logd2.584
Logp4.674
F (20%)0.001
F (30%)0.001
Mdck2.43E-05
Ppb98.87%
Vdss0.947
Fu2.90%
Cyp1a2-inh0.323
Cyp1a2-sub0.92
Cyp2c19-inh0.933
Cyp2c19-sub0.934
Cl0.535
T120.035
H-ht0.805
Dili0.988
Roa0.416
Fdamdd0.759
Skinsen0.056
Ec0.003
Ei0.006
Respiratory0.89
Bcf1.062
Igc504.901
Lc505.546
Lc50dm4.95
Nr-ar0.004
Nr-ar-lbd0.125
Nr-ahr0.28
Nr-aromatase0.085
Nr-er0.823
Nr-er-lbd0.015
Nr-ppar-gamma0.49
Sr-are0.515
Sr-atad50.006
Sr-hse0.005
Sr-mmp0.955
Sr-p530.402
Vol453.636
Dense1.071
Flex0.231
Nstereo1
Nongenotoxic carcinogenicity1
Ld50 oral0
Genotoxic carcinogenicity mutagenicity0
Surechembl0
Nonbiodegradable1
Skin sensitization1
Acute aquatic toxicity1
Toxicophores1
Qed0.426
Synth3.008
Fsp30.13
Mce-1875.692
Natural product-likeness-0.786
Alarm nmr1
Bms0
Chelating0
Pfizer1
GskRejected
GoldentriangleAccepted