4-(5-((4-(3-chloropyridin-4-yl)-5-(pyridin-4-yl)-4H-1,2,4-triazol-3-ylthio)methyl)-1,3,4-oxadiazol-2-yl)benzonitrile

ID: ALA2325220

PubChem CID: 68166522

Max Phase: Preclinical

Molecular Formula: C22H13ClN8OS

Molecular Weight: 472.92

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1ccc(-c2nnc(CSc3nnc(-c4ccncc4)n3-c3ccncc3Cl)o2)cc1

Standard InChI:  InChI=1S/C22H13ClN8OS/c23-17-12-26-10-7-18(17)31-20(15-5-8-25-9-6-15)28-30-22(31)33-13-19-27-29-21(32-19)16-3-1-14(11-24)2-4-16/h1-10,12H,13H2

Standard InChI Key:  VICREKYOKJMHCT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   15.3177   -1.1992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0258   -1.6082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7354   -1.1987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7326   -0.3761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.6153   -3.6818    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4326   -3.6820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   18.0664   -3.2004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.1323   -2.1663    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8796   -2.9435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5406   -3.4238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1017   -3.1988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4945   -2.6501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7213   -2.9020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5535   -3.7020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1594   -4.2498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9337   -3.9951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6097   -1.6072    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.7788   -3.9552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0016   -4.2079    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  6  1  1  0
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 23 25  1  0
  2 31  1  0
 32 33  3  0
 28 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2325220

   4-[5-[[4-(3-Chloropyridin-4-yl)-5-pyridin-4-yl-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3,4-oxadiazol-2-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: 472.92

Molecular Weight (Monoisotopic): 472.0622

AlogP: 4.59

#Rotatable Bonds: 6

Polar Surface Area: 119.20

Molecular Species: NEUTRAL

HBA: 10

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.23

CX LogP: 2.63

CX LogD: 2.63

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.33

Np Likeness Score: -2.30

References

1. Voronkov A, Holsworth DD, Waaler J, Wilson SR, Ekblad B, Perdreau-Dahl H, Dinh H, Drewes G, Hopf C, Morth JP, Krauss S..  (2013)  Structural basis and SAR for G007-LK, a lead stage 1,2,4-triazole based specific tankyrase 1/2 inhibitor.,  56  (7): [PMID:23473363] [10.1021/jm4000566]

Source

Source(1):

• Scientific Literature