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

ID: ALA4777212

PubChem CID: 162643031

Max Phase: Preclinical

Molecular Formula: C16H15N5O

Molecular Weight: 293.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(=O)n2nc(-c3ccccn3)nc2N)cc1C

Standard InChI:  InChI=1S/C16H15N5O/c1-10-6-7-12(9-11(10)2)15(22)21-16(17)19-14(20-21)13-5-3-4-8-18-13/h3-9H,1-2H3,(H2,17,19,20)

Standard InChI Key:  DZGOQOXWBUEYTK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    3.3994   -5.7863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3983   -6.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1063   -7.0148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8160   -6.6054    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8132   -5.7827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1045   -5.3775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171   -5.3731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2649   -5.7027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8094   -5.0933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3981   -4.3871    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5995   -4.5601    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6224   -5.1757    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7276   -3.6393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5400   -3.5508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2447   -2.9800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0209   -4.2112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8325   -4.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1628   -3.3746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6753   -2.7135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8653   -2.8049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0022   -1.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9750   -3.2850    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 19  1  0
 19 20  2  0
 20 14  1  0
 19 21  1  0
 18 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4777212

   ---

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: 293.33

Molecular Weight (Monoisotopic): 293.1277

AlogP: 2.23

#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: 3

Heavy Atoms: 22

QED Weighted: 0.78

Np Likeness Score: -1.76

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