General Information
ZINC ID ZINC000028571867
Molecular Weight (Da)351
SMILESC=C(C)[C@@H]1CCC(C)=C[C@H]1c1c(O)cc(C2(C#N)CCCCC2)cc1O
Molecular FormulaC23N1O2
ActionPartial Agonist
Chemical Structure
Physicochemical Details
Molar Refractivity107.537
HBA3
HBD2
Rotatable Bonds3
Heavy Atoms26
LogP6.042
Activity (Ki) in nM109.648
Polar Surface Area (PSA)64.25
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 binding0.98735374
Chemical Structure
Pharmacokinetic Properties (SwissADME)
Number of aromatic heavy atoms6
Fraction csp30.52
Ilogp3.59
Xlogp35.73
Wlogp5.84
Mlogp3.78
Silicos-it log p5.1
Consensus log p4.81
Esol log s-5.6
Esol solubility (mg/ml)0.000879
Esol solubility (mol/l)0.0000025
Esol classModerately
Ali log s-6.85
Ali solubility (mg/ml)0.0000501
Ali solubility (mol/l)0.00000014
Ali classPoorly sol
Silicos-it logsw-5.13
Silicos-it solubility (mg/ml)0.00263
Silicos-it solubility (mol/l)0.00000748
Silicos-it classModerately soluble
Pgp substrate
Log kp (cm/s)-4.38
Lipinski number of violations0
Ghose number of violations1
Veber number of violations0
Egan number of violations0
Muegge number of violations1
Bioavailability score0.55
Pains number of alerts0
Brenk number of alerts1
Leadlikeness number of violations2
Synthetic accessibility4.05
Chemical Structure
Pharmacokinetic Properties (ADMETLab)
Logs-3.3
Logd4.166
Logp5.957
F (20%)0.976
F (30%)0.561
Mdck2.02E-05
Ppb0.9837
Vdss5.681
Fu0.0101
Cyp1a2-inh0.613
Cyp1a2-sub0.934
Cyp2c19-inh0.913
Cyp2c19-sub0.337
Cl2.641
T120.135
H-ht0.253
Dili0.149
Roa0.815
Fdamdd0.969
Skinsen0.088
Ec0.006
Ei0.712
Respiratory0.975
Bcf1.933
Igc505.021
Lc507.009
Lc50dm6.816
Nr-ar0.071
Nr-ar-lbd0.795
Nr-ahr0.78
Nr-aromatase0.87
Nr-er0.926
Nr-er-lbd0.871
Nr-ppar-gamma0.921
Sr-are0.896
Sr-atad50.02
Sr-hse0.925
Sr-mmp0.983
Sr-p530.972
Vol390.817
Dense0.899
Flex0.15
Nstereo2
Nongenotoxic carcinogenicity0
Ld50 oral0
Genotoxic carcinogenicity mutagenicity0
Surechembl0
Nonbiodegradable1
Skin sensitization3
Acute aquatic toxicity0
Toxicophores2
Qed0.672
Synth3.909
Fsp30.522
Mce-1871.429
Natural product-likeness1.517
Alarm nmr1
Bms0
Chelating0
Pfizer0
GskRejected
GoldentriangleAccepted