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

ID: ALA2235176

PubChem CID: 19656597

Max Phase: Preclinical

Molecular Formula: C17H12BrN3O

Molecular Weight: 354.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1cccc1-c1cc(-c2ccc(Br)cc2)[nH]c(=O)c1C#N

Standard InChI:  InChI=1S/C17H12BrN3O/c1-21-8-2-3-16(21)13-9-15(20-17(22)14(13)10-19)11-4-6-12(18)7-5-11/h2-9H,1H3,(H,20,22)

Standard InChI Key:  KSELWLNUJPDTPD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    5.3186   -4.0777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3174   -4.8972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0255   -5.3062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7351   -4.8967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7323   -4.0741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0237   -3.6688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4435   -5.3042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4362   -3.6616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1424   -3.2504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6113   -5.3055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9036   -4.8946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1961   -5.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1950   -6.1201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9074   -6.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6120   -6.1194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0181   -2.8544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6778   -2.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4229   -1.5956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6057   -1.5980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3556   -2.3760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5792   -2.6309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4875   -6.5290    0.0000 Br  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
  4  7  2  0
  8  9  3  0
  5  8  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  2 10  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 16  1  0
  6 16  1  0
 20 21  1  0
 13 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2235176

   6-(4-bromophenyl)-4-(1-methylpyrrol-2-yl)-2-oxo-1H-pyridine-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: 354.21

Molecular Weight (Monoisotopic): 353.0164

AlogP: 3.68

#Rotatable Bonds: 2

Polar Surface Area: 61.58

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.99

CX Basic pKa: ┄

CX LogP: 2.63

CX LogD: 2.19

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.76

Np Likeness Score: -1.32

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