4-(4-tert-butylphenylsulfonyl)-1-(5-chloro-2-methoxyphenyl)-5-methyl-1H-1,2,3-triazole

ID: ALA4878794

PubChem CID: 20865734

Max Phase: Preclinical

Molecular Formula: C20H22ClN3O3S

Molecular Weight: 419.93

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(Cl)cc1-n1nnc(S(=O)(=O)c2ccc(C(C)(C)C)cc2)c1C

Standard InChI:  InChI=1S/C20H22ClN3O3S/c1-13-19(22-23-24(13)17-12-15(21)8-11-18(17)27-5)28(25,26)16-9-6-14(7-10-16)20(2,3)4/h6-12H,1-5H3

Standard InChI Key:  XTWBDQYZPFVIHX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   19.8891   -4.8041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1792   -4.3914    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.1783   -5.2110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9268   -2.8931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9256   -3.7168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6378   -4.1258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3516   -3.7163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3488   -2.8895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6360   -2.4802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0601   -4.1219    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1468   -4.9386    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9505   -5.1072    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3580   -4.3947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8061   -3.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6376   -4.9471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9257   -5.3596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9788   -2.9846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5891   -3.6820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4109   -3.6826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8166   -2.9700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4050   -2.2588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5795   -2.2648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1734   -2.9781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8098   -1.5448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6311   -1.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3974   -0.8352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2181   -0.8296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6336   -1.6630    0.0000 Cl  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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  9  4  1  0
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  7 10  1  0
  6 15  1  0
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 14 17  1  0
 13  2  1  0
  2 18  1  0
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 21 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
  9 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4878794

   US10550091, No. LC-7

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: 419.93

Molecular Weight (Monoisotopic): 419.1070

AlogP: 4.37

#Rotatable Bonds: 4

Polar Surface Area: 74.08

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.42

CX LogD: 5.42

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.63

Np Likeness Score: -1.89

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