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

ID: ALA2288835

PubChem CID: 6474704

Max Phase: Preclinical

Molecular Formula: C14H12N2O3

Molecular Weight: 256.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/C(=O)c2cnccn2)ccc1O

Standard InChI:  InChI=1S/C14H12N2O3/c1-19-14-8-10(3-5-13(14)18)2-4-12(17)11-9-15-6-7-16-11/h2-9,18H,1H3/b4-2+

Standard InChI Key:  UWNHCBULNGAWNS-DUXPYHPUSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    0.3288   -1.8902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3276   -2.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0357   -3.1187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7453   -2.7093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7425   -1.8866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0339   -1.4814    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4487   -1.4754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1579   -1.8813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4456   -0.6582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8641   -1.4700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5733   -1.8760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5733   -2.6920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2817   -3.0979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9888   -2.6866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9831   -1.8652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2741   -1.4630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6878   -1.4514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3985   -1.8548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6986   -3.0915    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
 15 17  1  0
 17 18  1  0
 14 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288835

   1-(2-Pyrazinyl)-3-(4-hydroxy-3-methoxyphenyl)-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: 256.26

Molecular Weight (Monoisotopic): 256.0848

AlogP: 2.09

#Rotatable Bonds: 4

Polar Surface Area: 72.31

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.50

CX Basic pKa: ┄

CX LogP: 1.38

CX LogD: 1.38

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.67

Np Likeness Score: -0.05

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