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

ID: ALA2069799

PubChem CID: 70682487

Max Phase: Preclinical

Molecular Formula: C18H14ClN7OS

Molecular Weight: 411.88

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1cc(-c2nc(CSc3nnc(-c4ccncc4)n3C3CC3)no2)ccn1

Standard InChI:  InChI=1S/C18H14ClN7OS/c19-14-9-12(5-8-21-14)17-22-15(25-27-17)10-28-18-24-23-16(26(18)13-1-2-13)11-3-6-20-7-4-11/h3-9,13H,1-2,10H2

Standard InChI Key:  FMQXAKIGOZZDAL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 32  0  0  0  0  0  0  0  0999 V2000
   14.7652    2.0334    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7641    1.2060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4789    0.7931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1953    1.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1925    2.0370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4771    2.4461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9114    0.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9990   -0.0273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8063   -0.1976    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2177    0.5176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6646    1.1297    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0380    0.6051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5240   -0.0615    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.3444    0.0261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8979   -0.5816    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6510   -0.2448    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.5634    0.5756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7562    0.7457    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1745    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9602    0.8718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5720    1.4241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3993    2.2317    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6094    2.4841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0009    1.9301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4165    1.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5005    2.3173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7477    1.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0493    0.7941    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  7  8  1  0
 13 14  1  0
 14 15  2  0
  1  2  2  0
  3  4  2  0
  4  5  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 14  1  0
  2  3  1  0
  8  9  1  0
 19 20  2  0
  9 10  2  0
 20 21  1  0
 10 11  1  0
 21 22  2  0
 11  7  2  0
 22 23  1  0
  4  7  1  0
 23 24  2  0
 24 19  1  0
 17 19  1  0
 26 25  1  0
 27 26  1  0
 25 27  1  0
  5  6  2  0
 10 12  1  0
  6  1  1  0
 18 25  1  0
 12 13  1  0
  2 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2069799

   5-(2-Chloropyridin-4-yl)-3-[(4-cyclopropyl-5-pyridin-4-yl-1,2,4-triazol-3-yl)sulfanylmethyl]-1,2,4-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: 411.88

Molecular Weight (Monoisotopic): 411.0669

AlogP: 4.07

#Rotatable Bonds: 6

Polar Surface Area: 95.41

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.80

CX LogP: 2.92

CX LogD: 2.92

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.35

Np Likeness Score: -2.44

References

1. Boström J, Hogner A, Llinàs A, Wellner E, Plowright AT..  (2012)  Oxadiazoles in medicinal chemistry.,  55  (5): [PMID:22185670] [10.1021/jm2013248]

Source

Source(1):

• Scientific Literature