(5-Amino-3-(phenylamino)-1H-1,2,4-triazol-1-yl)(phenyl)-methanone

ID: ALA4755409

PubChem CID: 125464900

Max Phase: Preclinical

Molecular Formula: C15H13N5O

Molecular Weight: 279.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1nc(Nc2ccccc2)n[nH]1)c1ccccc1

Standard InChI:  InChI=1S/C15H13N5O/c21-13(11-7-3-1-4-8-11)17-15-18-14(19-20-15)16-12-9-5-2-6-10-12/h1-10H,(H3,16,17,18,19,20,21)

Standard InChI Key:  JSXAZVPBIUDZNM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   28.5167  -21.1555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1648  -20.6578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8934  -19.8869    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0740  -19.9083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.8452  -20.6919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9481  -20.8905    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.0751  -20.9653    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4533  -20.4351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6060  -19.6325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9849  -19.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2139  -19.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0675  -20.1841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6897  -20.7106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5413  -20.3284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3247  -20.5611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3512  -19.5337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.5126  -21.3540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2951  -21.5868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8893  -21.0245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6955  -20.2262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9133  -19.9972    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  1  0
  4  5  2  0
  5  1  1  0
  2  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  6 14  1  0
 14 15  1  0
 14 16  2  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4755409

   ---

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: 279.30

Molecular Weight (Monoisotopic): 279.1120

AlogP: 2.80

#Rotatable Bonds: 4

Polar Surface Area: 82.70

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.34

CX Basic pKa: 0.38

CX LogP: 3.49

CX LogD: 3.48

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.69

Np Likeness Score: -1.55

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