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

ID: ALA2288599

PubChem CID: 6474718

Max Phase: Preclinical

Molecular Formula: C16H16N2O2

Molecular Weight: 268.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCc1cnc(C(=O)/C=C/c2ccc(O)cc2)cn1

Standard InChI:  InChI=1S/C16H16N2O2/c1-2-3-13-10-18-15(11-17-13)16(20)9-6-12-4-7-14(19)8-5-12/h4-11,19H,2-3H2,1H3/b9-6+

Standard InChI Key:  TWWXJHDCUAAWEL-RMKNXTFCSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   35.1997  -11.0197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1986  -11.8392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9066  -12.2482    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.6163  -11.8387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6134  -11.0161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9048  -10.6108    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.3196  -10.6048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0289  -11.0107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3165   -9.7876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.7350  -10.5995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4443  -11.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4442  -11.8215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1527  -12.2273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8598  -11.8160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8541  -10.9946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1451  -10.5924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5696  -12.2210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.4905  -12.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4899  -13.0644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7819  -13.4725    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
M  END

Alternative Forms

1. Parent:

   

   ALA2288599

   (E)-3-(4-hydroxyphenyl)-1-(5-propylpyrazin-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: 3.03

#Rotatable Bonds: 5

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: 2.81

CX LogD: 2.80

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.67

Np Likeness Score: -0.09

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