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

ID: ALA2288607

PubChem CID: 76331126

Max Phase: Preclinical

Molecular Formula: C15H17N3O2

Molecular Weight: 271.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1cnc(C(=O)Nc2cccc(O)c2)cn1

Standard InChI:  InChI=1S/C15H17N3O2/c1-15(2,3)13-9-16-12(8-17-13)14(20)18-10-5-4-6-11(19)7-10/h4-9,19H,1-3H3,(H,18,20)

Standard InChI Key:  NPTDZPNKARLYAX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   25.7444  -25.3643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3316  -26.0761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3316  -24.6525    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.5103  -26.0761    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.1017  -25.3643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5103  -24.6525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5657  -25.3643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9743  -26.0761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9743  -24.6525    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.7956  -24.6525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2083  -23.9406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0296  -23.9406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4382  -24.6525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0296  -25.3643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2083  -25.3643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4382  -23.2288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2804  -25.3643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8677  -26.0761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4591  -25.3643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8677  -24.6525    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
 12 16  1  0
  9 10  1  0
 17 18  1  0
 17 20  1  0
 17 19  1  0
  5 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288607

   5-tert-butyl-N-(3-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: 271.32

Molecular Weight (Monoisotopic): 271.1321

AlogP: 2.73

#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: 9.23

CX Basic pKa: ┄

CX LogP: 2.64

CX LogD: 2.64

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.88

Np Likeness Score: -1.23

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