2-nitro-7-((3'-(trifluoromethoxy)-[1,1'-biphenyl]-4-yl)methyl)imidazo[1,2-a]pyrazin-8(7H)-one

ID: ALA5196011

Chembl Id: CHEMBL5196011

PubChem CID: 168289969

Max Phase: Preclinical

Molecular Formula: C20H13F3N4O4

Molecular Weight: 430.34

Names and Identifiers

Canonical SMILES:  O=c1c2nc([N+](=O)[O-])cn2ccn1Cc1ccc(-c2cccc(OC(F)(F)F)c2)cc1

Standard InChI:  InChI=1S/C20H13F3N4O4/c21-20(22,23)31-16-3-1-2-15(10-16)14-6-4-13(5-7-14)11-26-9-8-25-12-17(27(29)30)24-18(25)19(26)28/h1-10,12H,11H2

Standard InChI Key:  RPXOFIDRDUYBIR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5196011

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 430.34

Molecular Weight (Monoisotopic): 430.0889

AlogP: 4.02

#Rotatable Bonds: 5

Polar Surface Area: 91.67

Molecular Species: NEUTRAL

HBA: 7

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 5.28

CX LogD: 5.28

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.35

Np Likeness Score: -1.37

References

1. Ang CW, Lee BM, Jackson CJ, Wang Y, Franzblau SG, Francisco AF, Kelly JM, Bernhardt PV, Tan L, West NP, Sykes ML, Hinton AO, Bolisetti R, Avery VM, Cooper MA, Blaskovich MAT..  (2022)  Nitroimidazopyrazinones with Oral Activity against Tuberculosis and Chagas Disease in Mouse Models of Infection.,  65  (19.0): [PMID:36111399] [10.1021/acs.jmedchem.2c00972]

2. Ang CW, Tan L, Sykes ML, AbuGharbiyeh N, Debnath A, Reid JC, West NP, Avery VM, Cooper MA, Blaskovich MAT..  (2020)  Antitubercular and Antiparasitic 2-Nitroimidazopyrazinones with Improved Potency and Solubility.,  63  (24.0): [PMID:33151678] [10.1021/acs.jmedchem.0c01372]

Source

Source(1):

• Scientific Literature