5-tert-Butyl-N-(2-chlor-5-hydroxyphenyl)pyrazine-2-carboxamide

ID: ALA496551

PubChem CID: 24881736

Max Phase: Preclinical

Molecular Formula: C15H16ClN3O2

Molecular Weight: 305.77

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1cnc(C(=O)Nc2cc(O)ccc2Cl)cn1

Standard InChI:  InChI=1S/C15H16ClN3O2/c1-15(2,3)13-8-17-12(7-18-13)14(21)19-11-6-9(20)4-5-10(11)16/h4-8,20H,1-3H3,(H,19,21)

Standard InChI Key:  BBEGMNNKWSMKFC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    3.1527  -14.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1516  -15.6357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8664  -16.0485    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5828  -15.6352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5800  -14.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8646  -14.3955    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2929  -14.3895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0089  -14.7993    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2898  -13.5645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7218  -14.3841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4362  -14.7973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1487  -14.3828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1460  -13.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250  -13.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7155  -13.5642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4368  -16.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7167  -16.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8456  -16.7642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0297  -15.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4373  -15.6223    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.4189  -12.3223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
 10 11  2  0
  5  6  2  0
 11 12  1  0
  6  1  1  0
 12 13  2  0
  1  2  2  0
 13 14  1  0
  5  7  1  0
 14 15  2  0
 15 10  1  0
  3  4  2  0
  2 16  1  0
  7  8  1  0
 16 17  1  0
 16 18  1  0
  7  9  2  0
 16 19  1  0
  4  5  1  0
 11 20  1  0
  8 10  1  0
 14 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA496551

   5-tert-butyl-N-(2-chloro-5-hydroxyphenyl)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: 305.77

Molecular Weight (Monoisotopic): 305.0931

AlogP: 3.39

#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: 8.75

CX Basic pKa: ┄

CX LogP: 3.25

CX LogD: 3.23

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.89

Np Likeness Score: -1.33

References

1. Dolezal M, Dolezal M, Cmedlova P, Palek L, Vinsova J, Kunes J, Buchta V, Jampilek J, Kralova K..  (2008)  Synthesis and antimycobacterial evaluation of substituted pyrazinecarboxamides.,  43  (5): [PMID:17870211] [10.1016/j.ejmech.2007.07.013]

Source

Source(1):

• Scientific Literature