General Information
ZINC ID ZINC000001490856
Molecular Weight (Da)503
SMILESCN1CCCC[C@H]1Cn1cc(C(=O)c2cc([N+](=O)[O-])ccc2I)c2ccccc21
Molecular FormulaC22I1N3O3
ActionPartial Agonist
Chemical Structure
Physicochemical Details
Molar Refractivity120.061
HBA1
HBD0
Rotatable Bonds5
Heavy Atoms29
LogP5.063
Activity (Ki) in nM3.388
Polar Surface Area (PSA)68.38
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 binding0.81311392
Chemical Structure
Pharmacokinetic Properties (SwissADME)
Number of aromatic heavy atoms15
Fraction csp30.32
Ilogp3.18
Xlogp34.71
Wlogp4.49
Mlogp2.74
Silicos-it log p2.72
Consensus log p3.57
Esol log s-5.98
Esol solubility (mg/ml)0.000526
Esol solubility (mol/l)0.00000105
Esol classModerately
Ali log s-5.93
Ali solubility (mg/ml)0.00059
Ali solubility (mol/l)0.00000117
Ali classModerately
Silicos-it logsw-6.36
Silicos-it solubility (mg/ml)0.000221
Silicos-it solubility (mol/l)0.00000044
Silicos-it classPoorly soluble
Pgp substrate
Log kp (cm/s)-6.03
Lipinski number of violations1
Ghose number of violations1
Veber number of violations0
Egan number of violations0
Muegge number of violations0
Bioavailability score0.55
Pains number of alerts0
Brenk number of alerts3
Leadlikeness number of violations2
Synthetic accessibility3.61
Chemical Structure
Pharmacokinetic Properties (ADMETLab)
Logs-6.189
Logd4.153
Logp4.603
F (20%)0.011
F (30%)0.003
Mdck3.04E-05
Ppb0.9514
Vdss2.23
Fu0.0457
Cyp1a2-inh0.73
Cyp1a2-sub0.954
Cyp2c19-inh0.657
Cyp2c19-sub0.524
Cl4.591
T120.012
H-ht0.431
Dili0.904
Roa0.376
Fdamdd0.489
Skinsen0.454
Ec0.003
Ei0.022
Respiratory0.595
Bcf1.996
Igc505.227
Lc506.382
Lc50dm6.746
Nr-ar0.124
Nr-ar-lbd0.01
Nr-ahr0.822
Nr-aromatase0.554
Nr-er0.257
Nr-er-lbd0.11
Nr-ppar-gamma0.005
Sr-are0.39
Sr-atad50.012
Sr-hse0.008
Sr-mmp0.641
Sr-p530.633
Vol415.752
Dense1.21
Flex0.208
Nstereo1
Nongenotoxic carcinogenicity1
Ld50 oral0
Genotoxic carcinogenicity mutagenicity5
Surechembl0
Nonbiodegradable3
Skin sensitization1
Acute aquatic toxicity1
Toxicophores5
Qed0.216
Synth3.016
Fsp30.318
Mce-1876.931
Natural product-likeness-1.15
Alarm nmr2
Bms0
Chelating0
Pfizer1
GskRejected
GoldentriangleRejected