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

ID: ALA2288596

PubChem CID: 76309307

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/c2ccc(O)cc2)cn1

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

Standard InChI Key:  VMYDEOJCEKPROI-VMPITWQZSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    9.8627  -10.9536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8615  -11.7732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5696  -12.1821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2792  -11.7727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2764  -10.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5678  -10.5448    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9826  -10.5388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6918  -10.9447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9795   -9.7216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3980  -10.5334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1072  -10.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1072  -11.7554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8156  -12.1613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5227  -11.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5170  -10.9286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8080  -10.5264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2325  -12.1549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1535  -12.1812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4461  -11.7720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1528  -12.9984    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
 18 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288596

   (E)-3-(4-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: 9.03

CX Basic pKa: ┄

CX LogP: 2.91

CX LogD: 2.90

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.68

Np Likeness Score: 0.10

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