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

ID: ALA2288844

PubChem CID: 6474713

Max Phase: Preclinical

Molecular Formula: C16H16N2O2

Molecular Weight: 268.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCc1cnc(C(=O)/C=C/c2ccccc2O)cn1

Standard InChI:  InChI=1S/C16H16N2O2/c1-2-5-13-10-18-14(11-17-13)16(20)9-8-12-6-3-4-7-15(12)19/h3-4,6-11,19H,2,5H2,1H3/b9-8+

Standard InChI Key:  LMIDVWCGSFPHHM-CMDGGOBGSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   35.4102   -6.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4091   -7.3488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1171   -7.7577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.8268   -7.3483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8239   -6.5256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1153   -6.1204    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.5301   -6.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2393   -6.5203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5270   -5.2972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.9455   -6.1090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6548   -6.5150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6547   -7.3310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3631   -7.7369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0703   -7.3256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0646   -6.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3556   -6.1020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7010   -7.7568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7004   -8.5740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9924   -8.9820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3489   -5.2849    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
 16 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288844

   (E)-3-(2-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: 8.85

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: -0.25

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