Pyrazine-2-carboxylic acid sec-butyl ester

ID: ALA114374

Cas Number: 179487-90-2

PubChem CID: 465057

Max Phase: Preclinical

Molecular Formula: C9H12N2O2

Molecular Weight: 180.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(C)OC(=O)c1cnccn1

Standard InChI:  InChI=1S/C9H12N2O2/c1-3-7(2)13-9(12)8-6-10-4-5-11-8/h4-7H,3H2,1-2H3

Standard InChI Key:  NLBQEXLOOAYIAI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 13 13  0  0  0  0  0  0  0  0999 V2000
    5.4167   -5.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7042   -5.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1292   -5.8917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9875   -5.4917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4125   -4.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9875   -7.1417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7042   -6.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8417   -5.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2750   -5.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2750   -6.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5625   -5.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8417   -4.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5625   -6.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  2  2  0
  5  1  2  0
  6  7  2  0
  7  2  1  0
  8  3  1  0
  9  4  1  0
 10  6  1  0
 11  8  1  0
 12  8  1  0
 13 11  1  0
  9 10  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA114374

   Sec-butyl pyrazine-2-carboxylate

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

Calculated Properties

Molecular Weight: 180.21

Molecular Weight (Monoisotopic): 180.0899

AlogP: 1.43

#Rotatable Bonds: 3

Polar Surface Area: 52.08

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.02

CX LogD: 1.02

Aromatic Rings: 1

Heavy Atoms: 13

QED Weighted: 0.66

Np Likeness Score: -1.06

References

1. Bergmann KE, Cynamon MH, Welch JT..  (1996)  Quantitative structure-activity relationships for the in vitro antimycobacterial activity of pyrazinoic acid esters.,  39  (17): [PMID:8765523] [10.1021/jm950538t]

2. Bergmann KE, Cynamon MH, Welch JT..  (1996)  Quantitative structure-activity relationships for the in vitro antimycobacterial activity of pyrazinoic acid esters.,  39  (17): [PMID:8765523] [10.1021/jm950538t]

Source

Source(1):

• Scientific Literature