1-(5-Amino-3-(pyridin-2-yl)-1H-1,2,4-triazol-1-yl)-2-phenylethan-1-one

ID: ALA4740475

PubChem CID: 162644805

Max Phase: Preclinical

Molecular Formula: C15H13N5O

Molecular Weight: 279.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc(-c2ccccn2)nn1C(=O)Cc1ccccc1

Standard InChI:  InChI=1S/C15H13N5O/c16-15-18-14(12-8-4-5-9-17-12)19-20(15)13(21)10-11-6-2-1-3-7-11/h1-9H,10H2,(H2,16,18,19)

Standard InChI Key:  WLZYFEBXZVJFMV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    3.6636  -12.6128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6624  -13.4323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3705  -13.8413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0801  -13.4318    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0773  -12.6092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3687  -12.2039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7812  -12.1996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5290  -12.5291    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0735  -11.9198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6622  -11.2135    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8636  -11.3866    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8866  -12.0021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9918  -10.4657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8041  -10.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5089   -9.8065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1336   -9.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9467   -9.5424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2762   -8.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7932   -8.1352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9769   -8.2268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6511   -8.9739    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  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4740475

   ---

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: 279.30

Molecular Weight (Monoisotopic): 279.1120

AlogP: 1.81

#Rotatable Bonds: 3

Polar Surface Area: 86.69

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.03

CX LogD: 3.03

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.79

Np Likeness Score: -1.43

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