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

ID: ALA2288604

PubChem CID: 6474723

Max Phase: Preclinical

Molecular Formula: C18H21N3O

Molecular Weight: 295.39

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H21N3O/c1-4-5-15-12-20-17(13-19-15)18(22)11-8-14-6-9-16(10-7-14)21(2)3/h6-13H,4-5H2,1-3H3/b11-8+

Standard InChI Key:  RADPDBWPCSONNP-DHZHZOJOSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   35.7528  -15.4358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7516  -16.2553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4597  -16.6643    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.1693  -16.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1665  -15.4322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4579  -15.0269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.8727  -15.0209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5819  -15.4269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8696  -14.2038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.2881  -15.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9973  -15.4215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9973  -16.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7057  -16.6434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4128  -16.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4071  -15.4107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6981  -15.0086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0436  -16.6634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0429  -17.4806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3349  -17.8886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1226  -16.6371    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.1268  -17.4543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8282  -16.2249    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
  2 17  1  0
 17 18  1  0
 18 19  1  0
 14 20  1  0
 20 21  1  0
 20 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288604

   (E)-3-(4-dimethylaminophenyl)-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: 295.39

Molecular Weight (Monoisotopic): 295.1685

AlogP: 3.39

#Rotatable Bonds: 6

Polar Surface Area: 46.09

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.73

CX LogP: 3.23

CX LogD: 3.22

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.61

Np Likeness Score: -0.71

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