1-benzyl-6-(4-bromophenyl)-4-(1-methyl-1H-pyrrol-2-yl)-2-oxo-1,2-dihydropyridine-3-carbonitrile

ID: ALA2235187

PubChem CID: 45029468

Max Phase: Preclinical

Molecular Formula: C24H18BrN3O

Molecular Weight: 444.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1cccc1-c1cc(-c2ccc(Br)cc2)n(Cc2ccccc2)c(=O)c1C#N

Standard InChI:  InChI=1S/C24H18BrN3O/c1-27-13-5-8-22(27)20-14-23(18-9-11-19(25)12-10-18)28(24(29)21(20)15-26)16-17-6-3-2-4-7-17/h2-14H,16H2,1H3

Standard InChI Key:  GODVSENRTLFEPI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   19.0994   -8.4855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0983   -9.3051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8063   -9.7140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5160   -9.3046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5131   -8.4819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8045   -8.0767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8061  -10.5312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2243   -9.7121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2171   -8.0695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9232   -7.6582    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3921   -9.7134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6844   -9.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9769   -9.7099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9758  -10.5279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6882  -10.9369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3928  -10.5272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7989   -7.2622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4586   -6.7799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2037   -6.0035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3865   -6.0059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1364   -6.7839    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3600   -7.0388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2683  -10.9369    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   20.5137  -10.9400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5094  -11.7554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2162  -12.1641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9249  -11.7556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9225  -10.9342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2152  -10.5292    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  1  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  3  7  1  0
  4  8  2  0
  9 10  3  0
  5  9  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 11  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 17  1  0
  6 17  1  0
 21 22  1  0
 14 23  1  0
  7 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2235187

   1-Benzyl-6-(4-bromophenyl)-4-(1-methylpyrrol-2-yl)-2-oxopyridine-3-carbonitrile

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: 444.33

Molecular Weight (Monoisotopic): 443.0633

AlogP: 5.20

#Rotatable Bonds: 4

Polar Surface Area: 50.72

Molecular Species: ┄

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.58

CX LogD: 4.58

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.43

Np Likeness Score: -1.15

References

1. Rostom SAF, Faidallah HM, Al-Saadi MS.  (2011)  A facile synthesis of some 3-cyano-1,4,6-trisubstituted-2(1H)-pyridinones and their biological evaluation as anticancer agents,  20  (8): [10.1007/s00044-010-9469-0]

Source

Source(1):

• Scientific Literature