ID: ALA39810

Max Phase: Preclinical

Molecular Formula: C14H18N2O2

Molecular Weight: 246.31

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCCC1(c2ccccc2)NC(=O)N(C)C1=O

Standard InChI:  InChI=1S/C14H18N2O2/c1-3-4-10-14(11-8-6-5-7-9-11)12(17)16(2)13(18)15-14/h5-9H,3-4,10H2,1-2H3,(H,15,18)

Standard InChI Key:  OGQRHFRWZYUNEG-UHFFFAOYSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 246.31

Molecular Weight (Monoisotopic): 246.1368

AlogP: 2.25

#Rotatable Bonds: 4

Polar Surface Area: 49.41

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.22

CX Basic pKa:

CX LogP: 2.55

CX LogD: 2.55

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.83

Np Likeness Score: -0.47

References

1. Brown ML, Zha CC, Van Dyke CC, Brown GB, Brouillette WJ..  (1999)  Comparative molecular field analysis of hydantoin binding to the neuronal voltage-dependent sodium channel.,  42  (9): [PMID:10229624] [10.1021/jm980556l]

2. Brouillette WJ, Jestkov VP, Brown ML, Akhtar MS, DeLorey TM, Brown GB..  (1994)  Bicyclic hydantoins with a bridgehead nitrogen. Comparison of anticonvulsant activities with binding to the neuronal voltage-dependent sodium channel.,  37  (20): [PMID:7932556] [10.1021/jm00046a013]

3. Zha C, Brown GB, Brouillette WJ..  (2014)  A highly predictive 3D-QSAR model for binding to the voltage-gated sodium channel: design of potent new ligands.,  22  (1): [PMID:24332655] [10.1016/j.bmc.2013.11.049]

Source

Source(1):

• Scientific Literature