4-((1-(2,5-Dimethoxyphenyl)-5-methyl-1H-1,2,3-triazol-4-yl)sulfonyl)benzoic Acid

ID: ALA4876742

PubChem CID: 164628700

Max Phase: Preclinical

Molecular Formula: C18H17N3O6S

Molecular Weight: 403.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(OC)c(-n2nnc(S(=O)(=O)c3ccc(C(=O)O)cc3)c2C)c1

Standard InChI:  InChI=1S/C18H17N3O6S/c1-11-17(28(24,25)14-7-4-12(5-8-14)18(22)23)19-20-21(11)15-10-13(26-2)6-9-16(15)27-3/h4-10H,1-3H3,(H,22,23)

Standard InChI Key:  SAPSNJYHXYUMBH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    7.3052  -20.9209    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.3042  -21.7405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0527  -19.4227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0516  -20.2464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7638  -20.6553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4775  -20.2459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4747  -19.4191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7620  -19.0097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1860  -20.6514    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2727  -21.4681    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0765  -21.6368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4840  -20.9243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9320  -20.3179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7595  -18.1884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4701  -17.7777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7636  -21.4766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0516  -21.8892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1048  -19.5142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7150  -20.2116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5369  -20.2122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9425  -19.4995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5310  -18.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7055  -18.7944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2994  -19.5076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9367  -18.0790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7538  -18.0756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5251  -17.3730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 26 27  2  0
 26 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4876742

   ---

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: 403.42

Molecular Weight (Monoisotopic): 403.0838

AlogP: 2.12

#Rotatable Bonds: 6

Polar Surface Area: 120.61

Molecular Species: ACID

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.50

CX Basic pKa: ┄

CX LogP: 2.77

CX LogD: -0.61

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.66

Np Likeness Score: -1.40

References

1. Li Y, Lin W, Wright WC, Chai SC, Wu J, Chen T..  (2021)  Building a Chemical Toolbox for Human Pregnane X Receptor Research: Discovery of Agonists, Inverse Agonists, and Antagonists Among Analogs Based on the Unique Chemical Scaffold of SPA70.,  64  (3.0): [PMID:33497575] [10.1021/acs.jmedchem.0c02201]

Source

Source(1):

• Scientific Literature