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

ID: ALA2288601

PubChem CID: 76331125

Max Phase: Preclinical

Molecular Formula: C18H21N3O

Molecular Weight: 295.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)c1cnc(C(=O)/C=C/c2ccc(N(C)C)cc2)cn1

Standard InChI:  InChI=1S/C18H21N3O/c1-13(2)16-11-20-17(12-19-16)18(22)10-7-14-5-8-15(9-6-14)21(3)4/h5-13H,1-4H3/b10-7+

Standard InChI Key:  JSSKMOPDEPGNOS-JXMROGBWSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   10.4157  -15.3698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4146  -16.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1226  -16.5983    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8323  -16.1888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8294  -15.3662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1208  -14.9609    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5356  -14.9549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2448  -15.3608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5325  -14.1377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9510  -14.9496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6603  -15.3555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6602  -16.1716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3686  -16.5774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0758  -16.1661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0701  -15.3447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3611  -14.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7065  -16.5973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9991  -16.1882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7059  -17.4145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7856  -16.5711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7897  -17.3883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4912  -16.1589    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
 17 19  1  0
 14 20  1  0
 20 21  1  0
 20 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288601

   (E)-3-[4-(dimethylamino)phenyl]-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: 295.39

Molecular Weight (Monoisotopic): 295.1685

AlogP: 3.56

#Rotatable Bonds: 5

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: 3.32

CX LogD: 3.32

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.62

Np Likeness Score: -0.53

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