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

ID: ALA2322373

PubChem CID: 71541605

Max Phase: Preclinical

Molecular Formula: C30H30N6O

Molecular Weight: 490.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C(=O)N2CCC(c3ccc(C#N)cc3)CC2)cc(-c2nc3cc(N4CCCC4)ncc3[nH]2)c1

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

Standard InChI Key:  XTKMLENDKLHSBR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 37 42  0  0  0  0  0  0  0  0999 V2000
    8.7830  -13.1391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7818  -13.9666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4967  -14.3795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2132  -13.9661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2104  -13.1354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4949  -12.7263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0704  -12.7269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0716  -11.9007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3577  -11.4883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6423  -11.9011    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6452  -12.7305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3596  -13.1391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9271  -11.4897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9258  -10.6646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2132  -11.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5001  -11.4899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7865  -11.9032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7875  -12.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5078  -13.1401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2182  -12.7248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1234  -11.4156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1273  -10.5905    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3376  -11.6669    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8557  -10.9972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3446  -10.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0122   -9.5772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1910   -9.4880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7037  -10.1584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0388  -10.9099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9187   -8.7122    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3895   -8.0346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8905   -7.3775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1114   -7.6490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1288   -8.4738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9269  -14.3756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6420  -14.7871    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5120  -13.9652    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
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12  7  1  0
  1  7  1  0
 10 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 21 22  2  0
 22 25  1  0
 24 23  1  0
 23 21  1  0
 17 21  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
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 30  1  0
 27 30  1  0
 35 36  3  0
  4 35  1  0
 19 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2322373

   4-[1-[3-methyl-5-(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: 11.59

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: -1.68

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]

Source

Source(1):

• Scientific Literature