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

ID: ALA2288602

PubChem CID: 6474721

Max Phase: Preclinical

Molecular Formula: C19H23N3O

Molecular Weight: 309.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)Cc1cnc(C(=O)/C=C/c2ccc(N(C)C)cc2)cn1

Standard InChI:  InChI=1S/C19H23N3O/c1-14(2)11-16-12-21-18(13-20-16)19(23)10-7-15-5-8-17(9-6-15)22(3)4/h5-10,12-14H,11H2,1-4H3/b10-7+

Standard InChI Key:  IADGKFOBGSWQBI-JXMROGBWSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   19.0788  -15.3367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0776  -16.1563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7857  -16.5652    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4953  -16.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4925  -15.3331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7839  -14.9279    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1987  -14.9219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9079  -15.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1956  -14.1047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6141  -14.9166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3233  -15.3225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3233  -16.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0317  -16.5444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7388  -16.1331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7331  -15.3117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0241  -14.9095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3696  -16.5643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3689  -17.3815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6609  -17.7895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0763  -17.7907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4486  -16.5381    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.4528  -17.3552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1542  -16.1259    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
 18 20  1  0
 14 21  1  0
 21 22  1  0
 21 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288602

   1-(5-Isobutyl-2-pyrazinyl)-3-[4-(dimethylamino)phenyl]-2-propen-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: 309.41

Molecular Weight (Monoisotopic): 309.1841

AlogP: 3.64

#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: 3.51

CX LogD: 3.51

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.60

Np Likeness Score: -0.62

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