(E)-3-(4-hydroxyphenyl)-1-(pyrazin-2-yl)prop-2-en-1-one

ID: ALA2288595

PubChem CID: 6474714

Max Phase: Preclinical

Molecular Formula: C13H10N2O2

Molecular Weight: 226.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccc(O)cc1)c1cnccn1

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

Standard InChI Key:  HABVTNDLAOQEID-ZZXKWVIFSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    0.4567  -10.8628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4556  -11.6824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1636  -12.0913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8733  -11.6819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8704  -10.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1618  -10.4540    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5766  -10.4480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2858  -10.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5735   -9.6308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9920  -10.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7013  -10.8486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7012  -11.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4096  -12.0705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1168  -11.6592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1111  -10.8378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4021  -10.4356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8266  -12.0641    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
 14 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288595

   1-(2-Pyrazinyl)-3-(4-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: 9.03

CX Basic pKa: ┄

CX LogP: 1.54

CX LogD: 1.53

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.64

Np Likeness Score: -0.22

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