(E)-1-(5-butylpyrazin-2-yl)-3-(4-hydroxyphenyl)prop-2-en-1-one

ID: ALA2288598

PubChem CID: 6474717

Max Phase: Preclinical

Molecular Formula: C17H18N2O2

Molecular Weight: 282.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCc1cnc(C(=O)/C=C/c2ccc(O)cc2)cn1

Standard InChI:  InChI=1S/C17H18N2O2/c1-2-3-4-14-11-19-16(12-18-14)17(21)10-7-13-5-8-15(20)9-6-13/h5-12,20H,2-4H2,1H3/b10-7+

Standard InChI Key:  XXQSLHUTLMBHMT-JXMROGBWSA-N

Molfile:  

     RDKit          2D

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   26.6811  -10.9743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6800  -11.7938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3880  -12.2028    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0977  -11.7933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0948  -10.9707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3862  -10.5654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.8010  -10.5594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5103  -10.9653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7979   -9.7422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.2164  -10.5541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9257  -10.9600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9256  -11.7761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6341  -12.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3412  -11.7706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3355  -10.9492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6265  -10.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0510  -12.1756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9719  -12.2018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9713  -13.0190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2633  -13.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5559  -13.0179    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
 14 17  1  0
  2 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288598

   (E)-1-(5-butylpyrazin-2-yl)-3-(4-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: 9.03

CX Basic pKa: 0.02

CX LogP: 3.26

CX LogD: 3.25

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.65

Np Likeness Score: -0.01

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