7-(2-Hydroxyethyl)-2-nitroimidazo[1,2-a]pyrazin-8(7H)-one

ID: ALA4592098

Chembl Id: CHEMBL4592098

PubChem CID: 155568858

Max Phase: Preclinical

Molecular Formula: C8H8N4O4

Molecular Weight: 224.18

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1c2nc([N+](=O)[O-])cn2ccn1CCO

Standard InChI:  InChI=1S/C8H8N4O4/c13-4-3-10-1-2-11-5-6(12(15)16)9-7(11)8(10)14/h1-2,5,13H,3-4H2

Standard InChI Key:  PDMLTZHCHBYUIE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4592098

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 224.18

Molecular Weight (Monoisotopic): 224.0546

AlogP: -0.60

#Rotatable Bonds: 3

Polar Surface Area: 102.67

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: -0.21

CX LogD: -0.21

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.55

Np Likeness Score: -1.40

References

1. Jarrad AM, Ang CW, Debnath A, Hahn HJ, Woods K, Tan L, Sykes ML, Jones AJ, Pelingon R, Butler MS, Avery VM, West NP, Karoli T, Blaskovich MAT, Cooper MA..  (2018)  Design, Synthesis, and Biological Evaluation of 2-Nitroimidazopyrazin-one/-es with Antitubercular and Antiparasitic Activity.,  61  (24): [PMID:30468386] [10.1021/acs.jmedchem.8b01578]

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