(E)-3-(2-hydroxyphenyl)-1-(5-isopropylpyrazin-2-yl)prop-2-en-1-one

ID: ALA2288841

PubChem CID: 76313030

Max Phase: Preclinical

Molecular Formula: C16H16N2O2

Molecular Weight: 268.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)c1cnc(C(=O)/C=C/c2ccccc2O)cn1

Standard InChI:  InChI=1S/C16H16N2O2/c1-11(2)13-9-18-14(10-17-13)16(20)8-7-12-5-3-4-6-15(12)19/h3-11,19H,1-2H3/b8-7+

Standard InChI Key:  ITYFEJCSHIFTBZ-BQYQJAHWSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   10.0731   -6.4632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0720   -7.2827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7800   -7.6917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4897   -7.2823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4869   -6.4596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7783   -6.0543    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1930   -6.0483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9023   -6.4543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1900   -5.2312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6085   -6.0430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3177   -6.4489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3177   -7.2650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0261   -7.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7332   -7.2595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7275   -6.4381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0185   -6.0360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3640   -7.6908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6566   -7.2816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3633   -8.5080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0118   -5.2188    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
  2 17  1  0
 17 18  1  0
 17 19  1  0
 16 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288841

   (E)-3-(2-hydroxyphenyl)-1-(5-propan-2-ylpyrazin-2-yl)prop-2-en-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: 268.32

Molecular Weight (Monoisotopic): 268.1212

AlogP: 3.20

#Rotatable Bonds: 4

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: 2.91

CX LogD: 2.90

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.68

Np Likeness Score: -0.06

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