5-tert-butyl-6-chloro-N-(3-chloro-5-hydroxyphenyl)-2-pyrazinecarboxamide

ID: ALA2288606

Cas Number: 448191-21-7

PubChem CID: 76309308

Max Phase: Preclinical

Molecular Formula: C15H15Cl2N3O2

Molecular Weight: 340.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1ncc(C(=O)Nc2cc(O)cc(Cl)c2)nc1Cl

Standard InChI:  InChI=1S/C15H15Cl2N3O2/c1-15(2,3)12-13(17)20-11(7-18-12)14(22)19-9-4-8(16)5-10(21)6-9/h4-7,21H,1-3H3,(H,19,22)

Standard InChI Key:  WSFHIVWNYVXBOT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   16.2435  -25.2735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8308  -25.9853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8308  -24.5617    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0094  -25.9853    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6008  -25.2735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0094  -24.5617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0648  -25.2735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4734  -25.9853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4734  -24.5617    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2947  -24.5617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7074  -23.8498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5288  -23.8498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9373  -24.5617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5288  -25.2735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7074  -25.2735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9373  -25.9853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9373  -23.1380    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.6008  -23.8498    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.7795  -25.2735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3668  -25.9853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9582  -25.2735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3668  -24.5617    0.0000 C   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
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 10 15  2  0
 14 16  1  0
 12 17  1  0
  9 10  1  0
  6 18  1  0
 19 20  1  0
 19 22  1  0
 19 21  1  0
  5 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288606

   6-Chloro-N-(3-chloro-5-hydroxyphenyl)-5-(1,1-dimethylethyl)-2-pyrazinecarboxamide

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: 340.21

Molecular Weight (Monoisotopic): 339.0541

AlogP: 4.04

#Rotatable Bonds: 2

Polar Surface Area: 75.11

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.49

CX Basic pKa: ┄

CX LogP: 4.07

CX LogD: 4.04

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.87

Np Likeness Score: -1.27

References

1. Opletalová V, Hartl J, Patel A, Palát K, Buchta V..  (2002)  Ring substituted 3-phenyl-1-(2-pyrazinyl)-2-propen-1-ones as potential photosynthesis-inhibiting, antifungal and antimycobacterial agents.,  57  (2): [PMID:11902656] [10.1016/s0014-827x(01)01187-9]

Source

Source(1):

• Scientific Literature