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Retigabine

Odors

No information available

Receptor Interaction

No receptors available
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2D Structure
3D Conformer
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General Information

Common Name: Retigabine
IUPAC Name: ethyl N-[2-amino-4-[(4-fluorophenyl)methylamino]phenyl]carbamate
Molecular Formula: C16H18FN3O2
SMILES: CCOC(=O)NC1=C(C=C(C=C1)NCC2=CC=C(C=C2)F)N
Inchi: 1S/C16H18FN3O2/c1-2-22-16(21)20-15-8-7-13(9-14(15)18)19-10-11-3-5-12(17)6-4-11/h3-9,19H,2,10,18H2,1H3,(H,20,21)
Inchi Key: PCOBBVZJEWWZFR-UHFFFAOYSA-N
Cas No: 150812-12-7

Functional Group

Drug Likeness

Name Value
Lipinski Violations 0
Ghose Violations 0
Veber Violations 0
Egan Violations 0
Muegge Violations 0

Cross References

PubChem: 121892
Zinc: ZINC16154
OdoRactor: View

Physicochemical properties

Name Value
Molecular Weight (g/mol) 303.33
Mass (g/mol) 303.138
Molar Refractivity 85.19
Net Charge
HBD 3
HBA 3
Rt Bonds 7
Rings 2
TPSA 76.38
Hetero Atoms 6
Heavy Atoms 22
Aromatic Heavy Atoms 12
Melting Point (°C) 138-145
Boiling Point (°C@760.00mm Hg)
Vapor Pressure (mmHg@25.00 °C) 1.3X10-7
Vapor Density (Air =1)
Fraction Csp3 0.19
LogP 3.588
iLOGP 2.73
XLOGP3 2.77
WLOGP 3.48
MLOGP 2.69
ESOL Log S -3.41
ESOL Solubility (mg/ml) 0.119
ESOL Solubility (mol/l) 0
ESOL Class: esol_class Soluble
Ali Log S -4.03
Ali Solubility (mg/ml) 0.03
Ali Solubility (mol/l) 0
Ali Class Moderately soluble
Silicos-IT LogSw -5.81
Silicos-IT Solubility (mg/ml) 0
Silicos-IT Solubility (mol/l) 0
Silicos-IT Class Moderately soluble

Pharmacokinetic profile

Name Value
GI Absorption High
BBB Permeable 1
PgP Substrate 0
Log Kp (cm/s) -6.18
Bioavailability Score 0.55
Caco2 1
Human Intestinal Absorption 1
Plasm Protein Binding 0.863
CYP1A2 Inhibitor 0
CYP2C19 Inhibitor 1
CYP2C9 Inhibitor 1
CYP2D6 inhibitor 1
CYP3A4 inhibitor 0
Ames mutagenesis 1
Acute Oral Toxicity 2.187
Carcinogenicity (Binary) 1
Carcinogenicity (Trinary) Non-required
Eye Irritation 0
Hepatotoxicity 1
Androgen Receptor Binding 1
Aromatase Binding 1
Estrogen Receptor Binding 1
Glucocorticoid Receptor Binding 1
Thyroid Receptor Binding 1
BRCP inhibitor 0
BSEP inhibitor 1
OATP1B1 inhibitor 1
OATP1B3 inhibitor 1
OATP2B1 inhibitor 0
OCT1 inhibitor 0
OCT2 inhibitor 0