ID: ALA2391791

Max Phase: Preclinical

Molecular Formula: C27H24F7N3O3

Molecular Weight: 571.49

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(N[C@H](Cc1ccccc1F)C(=O)N[C@@H]1CCc2c(F)c(F)cc(F)c2N(C2CC2)C1=O)C1CC1C(F)(F)F

Standard InChI:  InChI=1S/C27H24F7N3O3/c28-17-4-2-1-3-12(17)9-21(36-24(38)15-10-16(15)27(32,33)34)25(39)35-20-8-7-14-22(31)18(29)11-19(30)23(14)37(26(20)40)13-5-6-13/h1-4,11,13,15-16,20-21H,5-10H2,(H,35,39)(H,36,38)/t15?,16?,20-,21-/m1/s1

Standard InChI Key:  QAODPBVIIKWOJH-OKZNBEIPSA-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: 571.49

Molecular Weight (Monoisotopic): 571.1706

AlogP: 4.10

#Rotatable Bonds: 7

Polar Surface Area: 78.51

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.76

CX Basic pKa:

CX LogP: 4.17

CX LogD: 4.16

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.39

Np Likeness Score: -0.73

References

1. Hoyt SB, London C, Abbadie C, Felix JP, Garcia ML, Jochnowitz N, Karanam BV, Li X, Lyons KA, McGowan E, Priest BT, Smith MM, Warren VA, Thomas-Fowlkes BS, Kaczorowski GJ, Duffy JL..  (2013)  A novel benzazepinone sodium channel blocker with oral efficacy in a rat model of neuropathic pain.,  23  (12): [PMID:23652221] [10.1016/j.bmcl.2013.03.121]

Source

Source(1):

• Scientific Literature