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

ID: ALA2288843

PubChem CID: 6474712

Max Phase: Preclinical

Molecular Formula: C17H18N2O2

Molecular Weight: 282.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCc1cnc(C(=O)/C=C/c2ccccc2O)cn1

Standard InChI:  InChI=1S/C17H18N2O2/c1-2-3-7-14-11-19-15(12-18-14)17(21)10-9-13-6-4-5-8-16(13)20/h4-6,8-12,20H,2-3,7H2,1H3/b10-9+

Standard InChI Key:  IXODMMTUVWZWER-MDZDMXLPSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   26.8916   -6.4838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8905   -7.3034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5985   -7.7123    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.3082   -7.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3053   -6.4802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5967   -6.0750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.0115   -6.0690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7207   -6.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0084   -5.2518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.4269   -6.0636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1361   -6.4696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1361   -7.2856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8445   -7.6915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5517   -7.2802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5460   -6.4588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8370   -6.0566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1824   -7.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1818   -8.5286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4738   -8.9366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7664   -8.5275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8303   -5.2395    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
 18 19  1  0
 19 20  1  0
 16 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288843

   (E)-1-(5-butylpyrazin-2-yl)-3-(2-hydroxyphenyl)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: 282.34

Molecular Weight (Monoisotopic): 282.1368

AlogP: 3.42

#Rotatable Bonds: 6

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: 0.02

CX LogP: 3.26

CX LogD: 3.24

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.65

Np Likeness Score: -0.16

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