2-(4-(5-Amino-3-((4-sulfamoylphenyl)amino)-1H-1,2,4-triazole-1-carboxamido)phenoxy)acetic Acid

ID: ALA4476380

PubChem CID: 145998263

Max Phase: Preclinical

Molecular Formula: C17H17N7O6S

Molecular Weight: 447.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc(Nc2ccc(S(N)(=O)=O)cc2)nn1C(=O)Nc1ccc(OCC(=O)O)cc1

Standard InChI:  InChI=1S/C17H17N7O6S/c18-15-22-16(20-10-3-7-13(8-4-10)31(19,28)29)23-24(15)17(27)21-11-1-5-12(6-2-11)30-9-14(25)26/h1-8H,9H2,(H,21,27)(H,25,26)(H2,19,28,29)(H3,18,20,22,23)

Standard InChI Key:  QQXWNIAQCDPFCH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
   27.8382  -24.6313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.6306  -24.8459    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   28.4202  -24.0523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.8027  -22.3656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0951  -22.7743    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.3513  -22.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8046  -23.0512    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.2134  -23.7589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0127  -23.5886    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.1810  -21.6445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.8813  -24.5055    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.0686  -24.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5894  -23.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7774  -24.0146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4445  -24.7619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9297  -25.4247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7399  -25.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3008  -25.5957    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.8025  -21.5484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.5105  -22.7740    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.2181  -22.3652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9254  -22.7771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6325  -22.3690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6328  -21.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9200  -21.1427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2158  -21.5531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3398  -21.1412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.0482  -21.5487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7552  -21.1390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4636  -21.5465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.7540  -20.3218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  6 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 15  2  1  0
  2 18  1  0
  4 19  2  0
  4 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 24 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476380

   ---

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: 447.43

Molecular Weight (Monoisotopic): 447.0961

AlogP: 0.79

#Rotatable Bonds: 7

Polar Surface Area: 204.55

Molecular Species: ACID

HBA: 10

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 13

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.17

CX Basic pKa: ┄

CX LogP: 1.37

CX LogD: -2.09

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.34

Np Likeness Score: -1.51

References

1. Liosi ME, Krimmer SG, Newton AS, Dawson TK, Puleo DE, Cutrona KJ, Suzuki Y, Schlessinger J, Jorgensen WL..  (2020)  Selective Janus Kinase 2 (JAK2) Pseudokinase Ligands with a Diaminotriazole Core.,  63  (10): [PMID:32329617] [10.1021/acs.jmedchem.0c00192]

Source

Source(1):

• Scientific Literature