(3-(3-bromo-5-isopropoxyphenyl)thiophen-2-yl)(2-chlorophenyl)methanone

ID: ALA4292343

PubChem CID: 145988957

Max Phase: Preclinical

Molecular Formula: C20H16BrClO2S

Molecular Weight: 435.77

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)Oc1cc(Br)cc(-c2ccsc2C(=O)c2ccccc2Cl)c1

Standard InChI:  InChI=1S/C20H16BrClO2S/c1-12(2)24-15-10-13(9-14(21)11-15)16-7-8-25-20(16)19(23)17-5-3-4-6-18(17)22/h3-12H,1-2H3

Standard InChI Key:  DATNOEKWAMTIHN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   39.3704   -3.8307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8268   -4.5154    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   40.6180   -4.2955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6521   -3.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8820   -3.1862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3259   -4.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3268   -5.5222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0332   -4.2916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.3590   -3.0541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0749   -3.4615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7771   -3.0414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7681   -2.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0510   -1.8194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3475   -2.2377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6127   -5.9331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6132   -6.7537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3260   -7.1623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0356   -6.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0316   -5.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7384   -5.5191    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   42.0397   -1.0023    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   43.4902   -3.4406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.1924   -3.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.9055   -3.4219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1816   -2.2056    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
 13 21  1  0
 11 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4292343

   ---

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: 435.77

Molecular Weight (Monoisotopic): 433.9743

AlogP: 6.85

#Rotatable Bonds: 5

Polar Surface Area: 26.30

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.98

CX LogD: 6.98

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.41

Np Likeness Score: -1.43

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