ID: ALA1822833

Max Phase: Preclinical

Molecular Formula: C17H17F3N4O5

Molecular Weight: 414.34

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=[N+]([O-])c1cn2c(n1)OC[C@@H](NCc1ccc(OC(F)(F)F)cc1OC1CC1)C2

Standard InChI:  InChI=1S/C17H17F3N4O5/c18-17(19,20)29-13-2-1-10(14(5-13)28-12-3-4-12)6-21-11-7-23-8-15(24(25)26)22-16(23)27-9-11/h1-2,5,8,11-12,21H,3-4,6-7,9H2/t11-/m0/s1

Standard InChI Key:  YQFGIOXRKGNSPZ-NSHDSACASA-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: 414.34

Molecular Weight (Monoisotopic): 414.1151

AlogP: 2.78

#Rotatable Bonds: 7

Polar Surface Area: 100.68

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 7.49

CX LogP: 4.13

CX LogD: 3.78

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.55

Np Likeness Score: -0.72

References

1. Cherian J, Choi I, Nayyar A, Manjunatha UH, Mukherjee T, Lee YS, Boshoff HI, Singh R, Ha YH, Goodwin M, Lakshminarayana SB, Niyomrattanakit P, Jiricek J, Ravindran S, Dick T, Keller TH, Dartois V, Barry CE..  (2011)  Structure-activity relationships of antitubercular nitroimidazoles. 3. Exploration of the linker and lipophilic tail of ((s)-2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazin-6-yl)-(4-trifluoromethoxybenzyl)amine (6-amino PA-824).,  54  (16): [PMID:21755942] [10.1021/jm1010644]

Source

Source(1):

• Scientific Literature