ID: ALA2419595

Max Phase: Preclinical

Molecular Formula: C25H29N5O3

Molecular Weight: 447.54

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cc2cc(C(=O)N3CCC4(CC3)Cc3cn(C(C)(C)C)nc3C(=O)N4)ccc2cn1

Standard InChI:  InChI=1S/C25H29N5O3/c1-24(2,3)30-15-19-13-25(27-22(31)21(19)28-30)7-9-29(10-8-25)23(32)16-5-6-17-14-26-20(33-4)12-18(17)11-16/h5-6,11-12,14-15H,7-10,13H2,1-4H3,(H,27,31)

Standard InChI Key:  CKSGXKWTIWDGQU-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: 447.54

Molecular Weight (Monoisotopic): 447.2270

AlogP: 3.16

#Rotatable Bonds: 2

Polar Surface Area: 89.35

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 1.76

CX LogP: 2.20

CX LogD: 2.20

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.65

Np Likeness Score: -0.87

References

1. Griffith DA, Dow RL, Huard K, Edmonds DJ, Bagley SW, Polivkova J, Zeng D, Garcia-Irizarry CN, Southers JA, Esler W, Amor P, Loomis K, McPherson K, Bahnck KB, Préville C, Banks T, Moore DE, Mathiowetz AM, Menhaji-Klotz E, Smith AC, Doran SD, Beebe DA, Dunn MF..  (2013)  Spirolactam-based acetyl-CoA carboxylase inhibitors: toward improved metabolic stability of a chromanone lead structure.,  56  (17): [PMID:23981033] [10.1021/jm401033t]

2.  (2015)  N1/N2-lactam acetyl-CoA carboxylase inhibitors, 

Source

Source(2):

• Scientific Literature
• BindingDB Database