5-Chloro-pyrazine-2-carboxylic acid 1-hexyl-heptyl ester

ID: ALA323602

PubChem CID: 464918

Max Phase: Preclinical

Molecular Formula: C18H29ClN2O2

Molecular Weight: 340.90

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCC(CCCCCC)OC(=O)c1cnc(Cl)cn1

Standard InChI:  InChI=1S/C18H29ClN2O2/c1-3-5-7-9-11-15(12-10-8-6-4-2)23-18(22)16-13-21-17(19)14-20-16/h13-15H,3-12H2,1-2H3

Standard InChI Key:  BBAANRPKFQHAOJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 23  0  0  0  0  0  0  0  0999 V2000
    4.7042   -5.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4167   -5.4875    0.0000 C   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
    3.9875   -7.1417    0.0000 N   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
    3.2750   -6.7292    0.0000 C   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
    5.4125   -4.6625    0.0000 O   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
    2.5542   -7.1417    0.0000 Cl  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
    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
    8.2625   -2.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4167   -5.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2625   -3.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5542   -4.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7042   -5.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2750   -5.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5500   -3.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9917   -5.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9750   -1.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1292   -5.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  2  0
  4  7  2  0
  5  2  1  0
  6  4  1  0
  7  1  1  0
  8  2  2  0
  9  3  1  0
 10  6  1  0
 11  5  1  0
 12 11  1  0
 13 11  1  0
 14 16  1  0
 15 18  1  0
 16 20  1  0
 17 13  1  0
 18 21  1  0
 19 12  1  0
 20 17  1  0
 21 19  1  0
 22 14  1  0
 23 15  1  0
  9  6  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA323602

   1-Hexylheptyl 5-chloropyrazine-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: 340.90

Molecular Weight (Monoisotopic): 340.1918

AlogP: 5.60

#Rotatable Bonds: 12

Polar Surface Area: 52.08

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.93

CX LogD: 5.93

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.37

Np Likeness Score: 0.04

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