General Information
ZINC ID ZINC000028875833
Molecular Weight (Da)471
SMILESC[C@H](CO)NC(=O)CCC/C=CC/C=CCCOc1cccc(C(C)(C)CCCCN=[N+]=[N-])c1
Molecular FormulaC27N4O3
ActionAgonist
Chemical Structure
Physicochemical Details
Molar Refractivity131.762
HBA3
HBD2
Rotatable Bonds18
Heavy Atoms34
LogP4.145
Activity (Ki) in nM2.7542
Polar Surface Area (PSA)70.92
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 binding0.705
Chemical Structure
Pharmacokinetic Properties (SwissADME)
Number of aromatic heavy atoms6
Fraction csp30.59
Ilogp4.82
Xlogp36.58
Wlogp6.38
Mlogp4.82
Silicos-it log p5.3
Consensus log p5.49
Esol log s-7.21
Esol solubility (mg/ml)0.0000332
Esol solubility (mol/l)6.17E-08
Esol classPoorly sol
Ali log s-7.97
Ali solubility (mg/ml)0.00000571
Ali solubility (mol/l)1.06E-08
Ali classPoorly sol
Silicos-it logsw-9.51
Silicos-it solubility (mg/ml)0.00000016
Silicos-it solubility (mol/l)3.08E-10
Silicos-it classPoorly soluble
Pgp substrate
Log kp (cm/s)-4.91
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 violations3
Synthetic accessibility3.69
Chemical Structure
Pharmacokinetic Properties (ADMETLab)
Logs-3.287
Logd3.801
Logp4.171
F (20%)0.982
F (30%)1
Mdck-
Ppb98.33%
Vdss2.373
Fu1.32%
Cyp1a2-inh0.018
Cyp1a2-sub0.276
Cyp2c19-inh0.085
Cyp2c19-sub0.921
Cl3.767
T120.929
H-ht0.348
Dili0.231
Roa0.006
Fdamdd0.279
Skinsen0.923
Ec0.003
Ei0.012
Respiratory0.932
Bcf0.939
Igc504.794
Lc503.78
Lc50dm4.467
Nr-ar0.01
Nr-ar-lbd0.003
Nr-ahr0.049
Nr-aromatase0.005
Nr-er0.126
Nr-er-lbd0.002
Nr-ppar-gamma0.044
Sr-are0.893
Sr-atad50.006
Sr-hse0.084
Sr-mmp0.422
Sr-p530.001
Vol516.258
Dense0.911
Flex1.727
Nstereo1
Nongenotoxic carcinogenicity0
Ld50 oral0
Genotoxic carcinogenicity mutagenicity3
Surechembl0
Nonbiodegradable1
Skin sensitization0
Acute aquatic toxicity-
Toxicophores1
Qed0.085
Synth3.505
Fsp30.593
Mce-1820
Natural product-likeness0.31
Alarm nmr2
Bms1
Chelating0
Pfizer-
GskRejected
GoldentriangleAccepted