(E)-3-(4-hydroxy-3-methoxyphenyl)-1-(5-propylpyrazin-2-yl)prop-2-en-1-one

ID: ALA2288839

PubChem CID: 6474708

Max Phase: Preclinical

Molecular Formula: C17H18N2O3

Molecular Weight: 298.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCc1cnc(C(=O)/C=C/c2ccc(O)c(OC)c2)cn1

Standard InChI:  InChI=1S/C17H18N2O3/c1-3-4-13-10-19-14(11-18-13)15(20)7-5-12-6-8-16(21)17(9-12)22-2/h5-11,21H,3-4H2,1-2H3/b7-5+

Standard InChI Key:  NBWVCOCKCXYOTG-FNORWQNLSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   35.0718   -2.0471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0706   -2.8666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7787   -3.2756    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.4883   -2.8661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4855   -2.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7769   -1.6382    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.1917   -1.6322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9009   -2.0381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1886   -0.8150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.6071   -1.6269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3163   -2.0328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3163   -2.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0247   -3.2547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7319   -2.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7261   -2.0220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0172   -1.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4308   -1.6082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.1415   -2.0117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4416   -3.2484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.3626   -3.2746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3619   -4.0918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6539   -4.4999    0.0000 C   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
  2 20  1  0
 20 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288839

   1-(5-Propyl-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: 298.34

Molecular Weight (Monoisotopic): 298.1317

AlogP: 3.04

#Rotatable Bonds: 6

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: 0.02

CX LogP: 2.66

CX LogD: 2.65

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.66

Np Likeness Score: 0.04

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