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

ID: ALA2322371

PubChem CID: 68288986

Max Phase: Preclinical

Molecular Formula: C30H30N6O

Molecular Weight: 490.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(=O)N2CCC(c3ccc(C#N)cc3)CC2)cc1-c1nc2cc(N3CCCC3)ncc2[nH]1

Standard InChI:  InChI=1S/C30H30N6O/c1-20-4-7-24(30(37)36-14-10-23(11-15-36)22-8-5-21(18-31)6-9-22)16-25(20)29-33-26-17-28(32-19-27(26)34-29)35-12-2-3-13-35/h4-9,16-17,19,23H,2-3,10-15H2,1H3,(H,33,34)

Standard InChI Key:  RUUONBUDIHHUFB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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  1  2  1  0
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 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 17  1  0
  5 22  1  0
 22 23  2  0
 22 24  1  0
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 27 28  1  0
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 27 30  1  0
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 33 34  1  0
 34 35  2  0
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 33 36  1  0
 36 37  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA2322371

   4-[1-[4-methyl-3-(6-pyrrolidin-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: 490.61

Molecular Weight (Monoisotopic): 490.2481

AlogP: 5.43

#Rotatable Bonds: 4

Polar Surface Area: 88.91

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.60

CX Basic pKa: 6.09

CX LogP: 5.11

CX LogD: 5.09

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.41

Np Likeness Score: -1.58

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