4-(1-(4-methyl-3-(6-(4-methylpiperazin-1-yl)-3H-imidazo[4,5-c]pyridin-2-yl)benzoyl)piperidin-4-yl)benzonitrile

ID: ALA2322367

PubChem CID: 70873969

Max Phase: Preclinical

Molecular Formula: C31H33N7O

Molecular Weight: 519.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(=O)N2CCC(c3ccc(C#N)cc3)CC2)cc1-c1nc2cc(N3CCN(C)CC3)ncc2[nH]1

Standard InChI:  InChI=1S/C31H33N7O/c1-21-3-6-25(31(39)38-11-9-24(10-12-38)23-7-4-22(19-32)5-8-23)17-26(21)30-34-27-18-29(33-20-28(27)35-30)37-15-13-36(2)14-16-37/h3-8,17-18,20,24H,9-16H2,1-2H3,(H,34,35)

Standard InChI Key:  FKIWVNDNCVARLD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    3.8991   -0.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0000   -1.5000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5536    4.4230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.2462    6.8959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7505    7.0088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9049    5.7699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7082    5.8598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3932    5.4343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9152    4.3538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2375    6.6751    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7337    6.5675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5750    7.8093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9202    9.1588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  -11.2583   10.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0977   11.5392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4407   12.8877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  -12.2806   14.1316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9520   15.1261    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  2  1  0
  5  8  1  0
  8  9  2  0
  9 10  1  0
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 19 24  1  0
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 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 26  1  0
 29 32  1  0
 32 33  2  0
 33 34  1  0
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 35 36  1  0
 36 37  2  0
 37 32  1  0
 35 38  1  0
 38 39  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA2322367

   4-[1-[4-methyl-3-[6-(4-methylpiperazin-1-yl)-3H-imidazo[4,5-c]pyridin-2-yl]benzoyl]piperidin-4-yl]benzonitrile

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: 519.65

Molecular Weight (Monoisotopic): 519.2747

AlogP: 4.58

#Rotatable Bonds: 4

Polar Surface Area: 92.15

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.59

CX Basic pKa: 7.63

CX LogP: 4.55

CX LogD: 4.13

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.42

Np Likeness Score: -1.57

References

1. Oslob JD, Johnson RJ, Cai H, Feng SQ, Hu L, Kosaka Y, Lai J, Sivaraja M, Tep S, Yang H, Zaharia CA, Evanchik MJ, McDowell RS..  (2013)  Imidazopyridine-Based Fatty Acid Synthase Inhibitors That Show Anti-HCV Activity and in Vivo Target Modulation.,  4  (1): [PMID:24900571] [10.1021/ml300335r]

2.  (2014)  Heterocyclic modulators of lipid synthesis, 

Source

Source(2):

• Scientific Literature
• BindingDB Database