ID: ALA3125278

Max Phase: Preclinical

Molecular Formula: C23H29N5O3

Molecular Weight: 423.52

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCNC[C@@H]1C[C@@H](NC(=O)c2cc(CC)nn2C)CN1C(=O)c1coc2ccccc12

Standard InChI:  InChI=1S/C23H29N5O3/c1-4-15-11-20(27(3)26-15)22(29)25-16-10-17(12-24-5-2)28(13-16)23(30)19-14-31-21-9-7-6-8-18(19)21/h6-9,11,14,16-17,24H,4-5,10,12-13H2,1-3H3,(H,25,29)/t16-,17+/m1/s1

Standard InChI Key:  VSFRCFYTQMQREM-SJORKVTESA-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: 423.52

Molecular Weight (Monoisotopic): 423.2270

AlogP: 2.35

#Rotatable Bonds: 7

Polar Surface Area: 92.40

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 9.49

CX LogP: 1.49

CX LogD: -0.58

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.61

Np Likeness Score: -1.00

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