ID: ALA3125271

Max Phase: Preclinical

Molecular Formula: C23H27N5O4

Molecular Weight: 437.50

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCNC(=O)[C@@H]1C[C@@H](NC(=O)c2cc(CC)nn2C)CN1C(=O)c1ccc2occc2c1

Standard InChI:  InChI=1S/C23H27N5O4/c1-4-16-11-18(27(3)26-16)22(30)25-17-12-19(21(29)24-5-2)28(13-17)23(31)15-6-7-20-14(10-15)8-9-32-20/h6-11,17,19H,4-5,12-13H2,1-3H3,(H,24,29)(H,25,30)/t17-,19+/m1/s1

Standard InChI Key:  IASFFBLQWGUYDA-MJGOQNOKSA-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: 437.50

Molecular Weight (Monoisotopic): 437.2063

AlogP: 1.88

#Rotatable Bonds: 6

Polar Surface Area: 109.47

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 2.04

CX LogP: 0.90

CX LogD: 0.90

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.61

Np Likeness Score: -1.30

References

1. Encinas L, O'Keefe H, Neu M, Remuiñán MJ, Patel AM, Guardia A, Davie CP, Pérez-Macías N, Yang H, Convery MA, Messer JA, Pérez-Herrán E, Centrella PA, Alvarez-Gómez D, Clark MA, Huss S, O'Donovan GK, Ortega-Muro F, McDowell W, Castañeda P, Arico-Muendel CC, Pajk S, Rullás J, Angulo-Barturen I, Alvarez-Ruíz E, Mendoza-Losana A, Ballell Pages L, Castro-Pichel J, Evindar G..  (2014)  Encoded library technology as a source of hits for the discovery and lead optimization of a potent and selective class of bactericidal direct inhibitors of Mycobacterium tuberculosis InhA.,  57  (4): [PMID:24450589] [10.1021/jm401326j]

Source

Source(1):

• Scientific Literature