(E)-3-(2-hydroxyphenyl)-1-(pyrazin-2-yl)prop-2-en-1-one

ID: ALA2288840

PubChem CID: 6474709

Max Phase: Preclinical

Molecular Formula: C13H10N2O2

Molecular Weight: 226.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccccc1O)c1cnccn1

Standard InChI:  InChI=1S/C13H10N2O2/c16-12-4-2-1-3-10(12)5-6-13(17)11-9-14-7-8-15-11/h1-9,16H/b6-5+

Standard InChI Key:  XVYXYWNMFLBMDF-AATRIKPKSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    0.6672   -6.3724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6660   -7.1919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3741   -7.6009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0838   -7.1915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0809   -6.3688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3723   -5.9635    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7871   -5.9575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4963   -6.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7840   -5.1404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2025   -5.9522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9117   -6.3581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9117   -7.1742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6201   -7.5800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3273   -7.1687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3216   -6.3473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6126   -5.9452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6058   -5.1280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 16 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288840

   1-(2-Pyrazinyl)-3-(2-hydroxyphenyl)-2-propen-1-one

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: 226.24

Molecular Weight (Monoisotopic): 226.0742

AlogP: 2.08

#Rotatable Bonds: 3

Polar Surface Area: 63.08

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.85

CX Basic pKa: ┄

CX LogP: 1.54

CX LogD: 1.52

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.64

Np Likeness Score: -0.41

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