N-(2-Chlorophenyl)-5-(propylamino)pyrazine-2-carboxamide

ID: ALA3355706

PubChem CID: 109271071

Max Phase: Preclinical

Molecular Formula: C14H15ClN4O

Molecular Weight: 290.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCNc1cnc(C(=O)Nc2ccccc2Cl)cn1

Standard InChI:  InChI=1S/C14H15ClN4O/c1-2-7-16-13-9-17-12(8-18-13)14(20)19-11-6-4-3-5-10(11)15/h3-6,8-9H,2,7H2,1H3,(H,16,18)(H,19,20)

Standard InChI Key:  ASINTTMIYJYWQD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   13.3816  -18.6700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3816  -19.4872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6725  -18.2573    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6725  -19.8958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9676  -19.4872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9676  -18.6700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0907  -18.2573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0907  -17.4401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7998  -18.6700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2585  -19.8958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5494  -19.4872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8444  -19.8958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1353  -19.4872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7998  -19.4872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5048  -19.8958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5048  -20.7130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7998  -21.1216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0907  -20.7130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0907  -19.8958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2138  -19.4872    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  2  4  2  0
  4  5  1  0
  5  6  2  0
  3  6  1  0
  7  8  2  0
  7  9  1  0
  1  7  1  0
 11 12  1  0
 12 13  1  0
 10 11  1  0
  5 10  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 14 19  2  0
 15 20  1  0
  9 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3355706

   N-(2-chlorophenyl)-5-(propylamino)pyrazine-2-carboxamide

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: 290.75

Molecular Weight (Monoisotopic): 290.0934

AlogP: 3.20

#Rotatable Bonds: 5

Polar Surface Area: 66.91

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.54

CX LogP: 2.57

CX LogD: 2.57

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.89

Np Likeness Score: -2.08

References

1. Zitko J, Servusová B, Janoutová A, Paterová P, Mandíková J, Garaj V, Vejsová M, Marek J, Doležal M, Doležal M..  (2015)  Synthesis and antimycobacterial evaluation of 5-alkylamino-N-phenylpyrazine-2-carboxamides.,  23  (1): [PMID:25438883] [10.1016/j.bmc.2014.11.014]

Source

Source(1):

• Scientific Literature