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

ID: ALA4760132

PubChem CID: 162658307

Max Phase: Preclinical

Molecular Formula: C18H17N5O

Molecular Weight: 319.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc(-c2ccccn2)nn1C(=O)[C@H]1CCCc2ccccc21

Standard InChI:  InChI=1S/C18H17N5O/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/h1-4,6,8,10-11,14H,5,7,9H2,(H2,19,21,22)/t14-/m0/s1

Standard InChI Key:  CAVJGRPSJPRJNJ-AWEZNQCLSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   17.4815  -20.4380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4804  -21.2575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1884  -21.6665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8981  -21.2571    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8953  -20.4344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1866  -20.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5992  -20.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3470  -20.3543    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8915  -19.7450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4802  -19.0388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6816  -19.2118    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7045  -19.8273    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8097  -18.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3268  -17.6317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6221  -18.2024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0998  -18.8648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9089  -18.7786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2424  -18.0322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9452  -17.4562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7594  -17.3725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0924  -16.6268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6122  -15.9642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7953  -16.0522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4660  -16.7980    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  2  0
 15 13  1  6
 15 16  1  0
 15 19  1  0
 16 17  1  0
 17 18  1  0
 18 20  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4760132

   ---

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: 319.37

Molecular Weight (Monoisotopic): 319.1433

AlogP: 2.68

#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: 4.02

CX LogD: 4.02

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.78

Np Likeness Score: -1.16

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