(5-Amino-3-(pyridin-2-yl)-1H-1,2,4-triazol-1-yl)(naphthalen-1-yl)-methanone

ID: ALA4776259

PubChem CID: 162642852

Max Phase: Preclinical

Molecular Formula: C18H13N5O

Molecular Weight: 315.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc(-c2ccccn2)nn1C(=O)c1cccc2ccccc12

Standard InChI:  InChI=1S/C18H13N5O/c19-18-21-16(15-10-3-4-11-20-15)22-23(18)17(24)14-9-5-7-12-6-1-2-8-13(12)14/h1-11H,(H2,19,21,22)

Standard InChI Key:  JSYAAQWLHIRCII-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   25.9630   -4.9196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9618   -5.7392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6699   -6.1481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3795   -5.7387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.3767   -4.9160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6681   -4.5108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0806   -4.5064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8284   -4.8360    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.3730   -4.2266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9617   -3.5204    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.1630   -3.6934    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.1860   -4.3090    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.2912   -2.7726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1036   -2.6840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8083   -2.1133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.5844   -3.3444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3961   -3.2563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7263   -2.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4289   -1.9382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2395   -1.8491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5660   -1.1038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0830   -0.4471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2697   -0.5405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9469   -1.2859    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  2  0
 16 17  1  0
 17 18  2  0
 18 20  1  0
 19 14  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 19  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4776259

   ---

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: 315.34

Molecular Weight (Monoisotopic): 315.1120

AlogP: 2.76

#Rotatable Bonds: 2

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: 3.96

CX LogD: 3.96

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.61

Np Likeness Score: -1.41

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