3-(Pyridin-4-yl)-1-tosyl-1H-1,2,4-triazol-5-amine

ID: ALA4791078

PubChem CID: 162670399

Max Phase: Preclinical

Molecular Formula: C14H13N5O2S

Molecular Weight: 315.36

Molecule Type: Unknown

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)Nc2nc(-c3ccncc3)n[nH]2)cc1

Standard InChI:  InChI=1S/C14H13N5O2S/c1-10-2-4-12(5-3-10)22(20,21)19-14-16-13(17-18-14)11-6-8-15-9-7-11/h2-9H,1H3,(H2,16,17,18,19)

Standard InChI Key:  UEVIEGLUPJPGTQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   18.8202  -20.4422    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.0332  -19.6472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7995  -21.2711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4476  -20.7734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1762  -20.0024    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3568  -20.0238    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1280  -20.8074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2309  -21.0061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3579  -21.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7397  -20.5496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9702  -20.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8214  -21.6269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4482  -22.1578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2152  -21.8821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6075  -20.6767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7954  -21.4696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5779  -21.7024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1721  -21.1401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9783  -20.3418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1961  -20.1127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9557  -21.3717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
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  8  4  1  0
  5  9  1  0
  8 10  1  0
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 14 15  2  0
 15 10  1  0
  9  2  1  0
  2 16  1  0
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 19 20  1  0
 20 21  2  0
 21 16  1  0
 19 22  1  0
M  END

Alternative Forms

  1. Parent:

    ALA4791078

    ---

Associated Targets(Human)

Blood (2950 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
F10 Tclin Coagulation factor X (9693 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
F2 Tclin Thrombin (11687 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
F12 Tchem Coagulation factor XII (1450 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 315.36Molecular Weight (Monoisotopic): 315.0790AlogP: 1.98#Rotatable Bonds: 4
Polar Surface Area: 100.63Molecular Species: ACIDHBA: 5HBD: 2
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 5.76CX Basic pKa: 2.96CX LogP: 2.50CX LogD: 1.53
Aromatic Rings: 3Heavy Atoms: 22QED Weighted: 0.77Np Likeness Score: -1.95

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