5-((4-(tert-Butyl)phenyl)sulfonyl)-2-(5-chloro-2-methoxyphenyl)-1-methyl-1H-imidazole

ID: ALA4877373

PubChem CID: 130472003

Max Phase: Preclinical

Molecular Formula: C21H23ClN2O3S

Molecular Weight: 418.95

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(Cl)cc1-c1ncc(S(=O)(=O)c2ccc(C(C)(C)C)cc2)n1C

Standard InChI:  InChI=1S/C21H23ClN2O3S/c1-21(2,3)14-6-9-16(10-7-14)28(25,26)19-13-23-20(24(19)4)17-12-15(22)8-11-18(17)27-5/h6-13H,1-5H3

Standard InChI Key:  QFORCMNTWWLBOW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   20.2853  -20.8590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5754  -20.4463    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.5745  -21.2659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3230  -18.9481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3218  -19.7717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0340  -20.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7478  -19.7713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7450  -18.9445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0322  -18.5351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4563  -20.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5430  -20.9935    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3467  -21.1622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7542  -20.4496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2023  -19.8433    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0338  -21.0020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3219  -21.4146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3750  -19.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9853  -19.7369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8072  -19.7376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2128  -19.0249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8012  -18.3138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9757  -18.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5697  -19.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2060  -17.5997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0273  -17.5953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7936  -16.8901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6143  -16.8845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0298  -17.7179    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
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 10  1  0
  7 10  1  0
  6 15  1  0
 15 16  1  0
 14 17  1  0
 13  2  1  0
  2 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 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:

   

   ALA4877373

   ---

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: 418.95

Molecular Weight (Monoisotopic): 418.1118

AlogP: 4.88

#Rotatable Bonds: 4

Polar Surface Area: 61.19

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.80

CX LogP: 5.14

CX LogD: 5.14

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.61

Np Likeness Score: -1.08

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