General Information
ZINC ID ZINC000059050241
Molecular Weight (Da)466
SMILESCCN(CCCC(=O)NC1CC1)C(=O)c1ccc2c(c1)c1c(n2C)CC[C@@H](C2CCOCC2)C1
Molecular FormulaC28N3O3
ActionAgonist
Chemical Structure
Physicochemical Details
Molar Refractivity133.023
HBA3
HBD1
Rotatable Bonds8
Heavy Atoms34
LogP3.691
Activity (Ki) in nM2.8184
Polar Surface Area (PSA)63.57
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 binding0.723
Chemical Structure
Pharmacokinetic Properties (SwissADME)
Number of aromatic heavy atoms9
Fraction csp30.64
Ilogp3.71
Xlogp33.53
Wlogp4.17
Mlogp3.04
Silicos-it log p4.7
Consensus log p3.83
Esol log s-4.49
Esol solubility (mg/ml)0.0152
Esol solubility (mol/l)0.0000326
Esol classModerately
Ali log s-4.55
Ali solubility (mg/ml)0.0131
Ali solubility (mol/l)0.0000282
Ali classModerately
Silicos-it logsw-6.37
Silicos-it solubility (mg/ml)0.000198
Silicos-it solubility (mol/l)0.00000042
Silicos-it classPoorly soluble
Pgp substrate
Log kp (cm/s)-6.63
Lipinski number of violations0
Ghose number of violations2
Veber number of violations0
Egan number of violations0
Muegge number of violations0
Bioavailability score0.55
Pains number of alerts1
Brenk number of alerts0
Leadlikeness number of violations3
Synthetic accessibility4.21
Chemical Structure
Pharmacokinetic Properties (ADMETLab)
Logs-4.578
Logd2.911
Logp3.49
F (20%)0.074
F (30%)0.958
Mdck-
Ppb64.38%
Vdss1.36
Fu8.82%
Cyp1a2-inh0.111
Cyp1a2-sub0.709
Cyp2c19-inh0.719
Cyp2c19-sub0.368
Cl5.345
T120.221
H-ht0.927
Dili0.235
Roa0.977
Fdamdd0.822
Skinsen0.345
Ec0.003
Ei0.01
Respiratory0.035
Bcf0.561
Igc502.768
Lc503.248
Lc50dm5.377
Nr-ar0.188
Nr-ar-lbd0.003
Nr-ahr0.194
Nr-aromatase0.075
Nr-er0.427
Nr-er-lbd0.076
Nr-ppar-gamma0.187
Sr-are0.403
Sr-atad50.005
Sr-hse0.031
Sr-mmp0.215
Sr-p530.014
Vol493.604
Dense0.943
Flex0.385
Nstereo1
Nongenotoxic carcinogenicity0
Ld50 oral0
Genotoxic carcinogenicity mutagenicity0
Surechembl0
Nonbiodegradable2
Skin sensitization0
Acute aquatic toxicity-
Toxicophores3
Qed0.635
Synth3.244
Fsp30.643
Mce-1895.087
Natural product-likeness-0.939
Alarm nmr0
Bms0
Chelating0
Pfizer-
GskRejected
GoldentriangleAccepted