General Information
ZINC ID ZINC000299861186
Molecular Weight (Da)424
SMILESCC1(C)Oc2cc(C34C[C@H]5C[C@@H](CC(N=[N+]=[N-])(C5)C3)C4)cc(O)c2[C@@H]2C[C@H](O)CC[C@H]21
Molecular FormulaC25N3O3
ActionAntagonist
Chemical Structure
Physicochemical Details
Molar Refractivity109.095
HBA3
HBD2
Rotatable Bonds2
Heavy Atoms31
LogP2.744
Activity (Ki) in nM24.547
Polar Surface Area (PSA)62.05
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 binding0.777
Chemical Structure
Pharmacokinetic Properties (SwissADME)
Number of aromatic heavy atoms6
Fraction csp30.76
Ilogp3.84
Xlogp35.82
Wlogp5.71
Mlogp3.41
Silicos-it log p3.31
Consensus log p4.42
Esol log s-6.14
Esol solubility (mg/ml)0.000304
Esol solubility (mol/l)0.00000071
Esol classPoorly sol
Ali log s-7.68
Ali solubility (mg/ml)0.00000887
Ali solubility (mol/l)2.09E-08
Ali classPoorly sol
Silicos-it logsw-5.33
Silicos-it solubility (mg/ml)0.00199
Silicos-it solubility (mol/l)0.0000047
Silicos-it classModerately soluble
Pgp substrate
Log kp (cm/s)-4.75
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 alerts1
Brenk number of alerts3
Leadlikeness number of violations2
Synthetic accessibility6.15
Chemical Structure
Pharmacokinetic Properties (ADMETLab)
Logs-5.632
Logd4.805
Logp6.981
F (20%)0.019
F (30%)0.006
Mdck6.54E-06
Ppb0.9884
Vdss1.682
Fu0.0222
Cyp1a2-inh0.004
Cyp1a2-sub0.238
Cyp2c19-inh0.06
Cyp2c19-sub0.952
Cl0.94
T120.174
H-ht0.952
Dili0.048
Roa0.46
Fdamdd0.995
Skinsen0.069
Ec0.003
Ei0.044
Respiratory0.978
Bcf2.173
Igc504.705
Lc506.608
Lc50dm5.309
Nr-ar0.011
Nr-ar-lbd0.018
Nr-ahr0.484
Nr-aromatase0.013
Nr-er0.558
Nr-er-lbd0.003
Nr-ppar-gamma0.011
Sr-are0.918
Sr-atad50.023
Sr-hse0.062
Sr-mmp0.877
Sr-p530.02
Vol435.796
Dense0.971
Flex0.067
Nstereo5
Nongenotoxic carcinogenicity0
Ld50 oral0
Genotoxic carcinogenicity mutagenicity3
Surechembl0
Nonbiodegradable1
Skin sensitization1
Acute aquatic toxicity1
Toxicophores3
Qed0.362
Synth5.835
Fsp30.76
Mce-18135.818
Natural product-likeness1.563
Alarm nmr1
Bms1
Chelating0
Pfizer1
GskRejected
GoldentriangleAccepted