ID: ALA2419609

Max Phase: Preclinical

Molecular Formula: C23H28N6O2

Molecular Weight: 420.52

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1n[nH]c2c(C)cc(C(=O)N3CCC4(CC3)Cc3cnn(C(C)C)c3C(=O)N4)cc12

Standard InChI:  InChI=1S/C23H28N6O2/c1-13(2)29-20-17(12-24-29)11-23(25-21(20)30)5-7-28(8-6-23)22(31)16-9-14(3)19-18(10-16)15(4)26-27-19/h9-10,12-13H,5-8,11H2,1-4H3,(H,25,30)(H,26,27)

Standard InChI Key:  UYUARKZGQUFSSK-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: 420.52

Molecular Weight (Monoisotopic): 420.2274

AlogP: 2.92

#Rotatable Bonds: 2

Polar Surface Area: 95.91

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.83

CX Basic pKa: 2.80

CX LogP: 1.21

CX LogD: 1.21

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.67

Np Likeness Score: -1.18

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