(3-(4-(tert-butyl)phenyl)thiophen-2-yl)(2-chlorophenyl)methanone

ID: ALA4292527

PubChem CID: 145989633

Max Phase: Preclinical

Molecular Formula: C21H19ClOS

Molecular Weight: 354.90

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1ccc(-c2ccsc2C(=O)c2ccccc2Cl)cc1

Standard InChI:  InChI=1S/C21H19ClOS/c1-21(2,3)15-10-8-14(9-11-15)16-12-13-24-20(16)19(23)17-6-4-5-7-18(17)22/h4-13H,1-3H3

Standard InChI Key:  IRBDRZURQRQWSA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   14.7349   -3.7647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1914   -4.4494    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.9825   -4.2295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0166   -3.4089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2466   -3.1201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6905   -4.6349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6914   -5.4562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3978   -4.2255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7235   -2.9881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4394   -3.3954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1417   -2.9754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1327   -2.1535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4155   -1.7534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7121   -2.1716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9772   -5.8671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9778   -6.6876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6906   -7.0963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4002   -6.6825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3962   -5.8633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1029   -5.4531    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   18.8351   -1.7358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5480   -2.1353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8246   -0.9187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5383   -1.3207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  1  2  0
  3  6  1  0
  6  7  1  0
  6  8  2  0
  4  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  7 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  7  1  0
 19 20  1  0
 12 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4292527

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 354.90

Molecular Weight (Monoisotopic): 354.0845

AlogP: 6.60

#Rotatable Bonds: 3

Polar Surface Area: 17.07

Molecular Species: ┄

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 7.14

CX LogD: 7.14

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.48

Np Likeness Score: -1.39

References

1. Doebelin C, Patouret R, Garcia-Ordonez RD, Chang MR, Dharmarajan V, Novick S, Ciesla A, Campbell S, Solt LA, Griffin PR, Kamenecka TM..  (2018)  Identification of potent RORβ modulators: Scaffold variation.,  28  (19): [PMID:30143422] [10.1016/j.bmcl.2018.08.017]

Source

Source(1):

• Scientific Literature