N-(2-(5-Amino-3-(pyridin-2-yl)-1H-1,2,4-triazol-1-yl)-2-oxoethyl)benzamide

ID: ALA4744082

PubChem CID: 162645728

Max Phase: Preclinical

Molecular Formula: C16H14N6O2

Molecular Weight: 322.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc(-c2ccccn2)nn1C(=O)CNC(=O)c1ccccc1

Standard InChI:  InChI=1S/C16H14N6O2/c17-16-20-14(12-8-4-5-9-18-12)21-22(16)13(23)10-19-15(24)11-6-2-1-3-7-11/h1-9H,10H2,(H,19,24)(H2,17,20,21)

Standard InChI Key:  OMIRMBSQNSGXBK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   15.8595   -6.2899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8584   -7.1094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5664   -7.5184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2761   -7.1089    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2733   -6.2863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5646   -5.8810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9772   -5.8767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7250   -6.2062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2695   -5.5968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8582   -4.8906    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0596   -5.0637    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0825   -5.6792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1877   -4.1428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0001   -4.0543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7048   -3.4836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3296   -3.3065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1420   -3.2179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4715   -2.4701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6249   -3.8772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2834   -2.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6129   -1.6390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1299   -0.9788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3136   -1.0704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9878   -1.8176    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  2  0
  9 10  1  0
 10 11  1  0
 11  7  2  0
  5  7  1  0
  9 12  1  0
 10 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4744082

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 322.33

Molecular Weight (Monoisotopic): 322.1178

AlogP: 0.99

#Rotatable Bonds: 4

Polar Surface Area: 115.79

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.19

CX Basic pKa: ┄

CX LogP: 1.92

CX LogD: 1.92

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.74

Np Likeness Score: -1.60

References

1. Korff M,Imberg L,Will JM,Bückreiß N,Kalinina SA,Wenzel BM,Kastner GA,Daniliuc CG,Barth M,Ovsepyan RA,Butov KR,Humpf HU,Lehr M,Panteleev MA,Poso A,Karst U,Steinmetzer T,Bendas G,Kalinin DV.  (2020)  Acylated 1H-1,2,4-Triazol-5-amines Targeting Human Coagulation Factor XIIa and Thrombin: Conventional and Microscale Synthesis, Anticoagulant Properties, and Mechanism of Action.,  63  (21): [PMID:33089691] [10.1021/acs.jmedchem.0c01635]

Source

Source(1):

• Scientific Literature