2-(4-chlorophenyl)-5-((4-(2-chlorophenyl)-5-methyl-4H-1,2,4-triazol-3-ylthio)methyl)-1,3,4-oxadiazole

ID: ALA2325504

PubChem CID: 71719343

Max Phase: Preclinical

Molecular Formula: C18H13Cl2N5OS

Molecular Weight: 418.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nnc(SCc2nnc(-c3ccc(Cl)cc3)o2)n1-c1ccccc1Cl

Standard InChI:  InChI=1S/C18H13Cl2N5OS/c1-11-21-24-18(25(11)15-5-3-2-4-14(15)20)27-10-16-22-23-17(26-16)12-6-8-13(19)9-7-12/h2-9H,10H2,1H3

Standard InChI Key:  ILFJTXOLTXUTHA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   11.8272   -9.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7083   -9.5684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6078   -6.9765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3049  -10.3140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7884   -8.7839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4798  -10.3138    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5598   -9.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0427   -9.5708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9634   -8.7838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4404   -9.2739    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.3414   -9.2738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8941   -8.2204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8923   -6.5673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2251   -9.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1793   -7.8074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8926   -9.0443    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3756  -10.0533    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6106   -7.8069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1804   -6.9801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4713   -8.2155    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.4832   -8.1226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8175   -7.3760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3380   -6.7152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5243   -6.8001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1925   -7.5515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6741   -8.2092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0432   -6.1396    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  4  7  2  0
 18  3  1  0
 14 10  1  0
 14  6  2  0
  6  4  1  0
 16 14  1  0
  8  5  1  0
  9  2  2  0
  7 16  1  0
  7 11  1  0
  2 17  1  0
 13 19  1  0
 10  1  1  0
 19 15  2  0
 12 18  2  0
  1  8  1  0
 12 16  1  0
  5  9  1  0
 17  8  2  0
 15 12  1  0
  3 13  2  0
 15 20  1  0
  9 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2325504

   2-(4-Chlorophenyl)-5-[[4-(2-chlorophenyl)-5-methyl-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3,4-oxadiazole

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: 418.31

Molecular Weight (Monoisotopic): 417.0218

AlogP: 5.22

#Rotatable Bonds: 5

Polar Surface Area: 69.63

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 1.86

CX LogP: 3.91

CX LogD: 3.91

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.41

Np Likeness Score: -2.40

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