3-chloro-N-(2-(4-methylpentan-2-yl)thiophen-3-yl)pyrazine-2-carboxamide

ID: ALA2272328

PubChem CID: 76312579

Max Phase: Preclinical

Molecular Formula: C15H18ClN3OS

Molecular Weight: 323.85

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CC(C)c1sccc1NC(=O)c1nccnc1Cl

Standard InChI:  InChI=1S/C15H18ClN3OS/c1-9(2)8-10(3)13-11(4-7-21-13)19-15(20)12-14(16)18-6-5-17-12/h4-7,9-10H,8H2,1-3H3,(H,19,20)

Standard InChI Key:  MZYAIFYPROQBMD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   31.7138  -12.1549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3051  -12.8639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.4879  -12.8641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9765  -13.5017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0792  -12.1565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.4608  -11.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3883  -11.0208    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   31.5918  -10.8381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1720  -11.5393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1623  -12.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8760  -11.8560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5775  -12.2751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1500  -13.0710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2913  -11.8772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5653  -13.0922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1595  -13.5003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7522  -14.2082    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1623  -14.9164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9841  -14.9122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3877  -14.2037    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.7510  -12.7925    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  1  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  1  1  0
  6 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 12 14  1  0
 12 15  1  0
  4 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20  4  1  0
 16 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272328

   3-chloro-N-[2-(4-methylpentan-2-yl)thiophen-3-yl]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: 323.85

Molecular Weight (Monoisotopic): 323.0859

AlogP: 4.59

#Rotatable Bonds: 5

Polar Surface Area: 54.88

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.82

CX Basic pKa: ┄

CX LogP: 4.17

CX LogD: 4.17

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.87

Np Likeness Score: -1.40

References

1. Yoshikawa Y, Katsuta H, Kishi J, Yanase Y.  (2011)  Structure-activity relationship of carboxin-related carboxamides as fungicide,  36  (3): [10.1584/jpestics.G10-70]

Source

Source(1):

• Scientific Literature