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

ID: ALA4762106

PubChem CID: 162660326

Max Phase: Preclinical

Molecular Formula: C14H10N6O3

Molecular Weight: 310.27

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc(-c2ccccn2)nn1C(=O)c1ccccc1[N+](=O)[O-]

Standard InChI:  InChI=1S/C14H10N6O3/c15-14-17-12(10-6-3-4-8-16-10)18-19(14)13(21)9-5-1-2-7-11(9)20(22)23/h1-8H,(H2,15,17,18)

Standard InChI Key:  FVLOLXLQZQVQOB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   14.6709   -5.7451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6697   -6.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3778   -6.9736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0874   -6.5641    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0846   -5.7415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3760   -5.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7885   -5.3319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5363   -5.6614    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0809   -5.0521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6696   -4.3458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8709   -4.5189    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8939   -5.1344    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9991   -3.5980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8115   -3.5095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5162   -2.9388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2923   -4.1699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1040   -4.0818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4342   -3.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9467   -2.6722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1368   -2.7637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6507   -2.1048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8387   -2.1964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9774   -1.3558    0.0000 O   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 19  1  0
 19 20  2  0
 20 14  1  0
 21 22  2  0
 21 23  1  0
 20 21  1  0
M  CHG  2  21   1  23  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4762106

   ---

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: 310.27

Molecular Weight (Monoisotopic): 310.0814

AlogP: 1.52

#Rotatable Bonds: 3

Polar Surface Area: 129.83

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.91

CX LogD: 2.91

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.57

Np Likeness Score: -1.84

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