(2E)-2-[(3-bromophenyl)-hydroxy-methylene]benzothiophen-3-one

ID: ALA5284279

Max Phase: Preclinical

Molecular Formula: C15H9BrO2S

Molecular Weight: 333.21

Names and Identifiers

Canonical SMILES:  O=C1/C(=C(\O)c2cccc(Br)c2)Sc2ccccc21

Standard InChI:  InChI=1S/C15H9BrO2S/c16-10-5-3-4-9(8-10)13(17)15-14(18)11-6-1-2-7-12(11)19-15/h1-8,17H/b15-13+

Standard InChI Key:  UTNUAZFAJIZSBF-FYWRMAATSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   -2.9981    0.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2835    0.4860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5715    0.0742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5715   -0.7510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2817   -1.1627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9981   -0.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7868   -1.0059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7868    0.3291    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3018   -0.3385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5732   -1.8030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5233   -0.3385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9359    0.3761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5235    1.0909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9355    1.8030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7610    1.8030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1728    1.0926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7646    0.3760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9359   -1.0531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9981    1.0926    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  4  7  1  0
  3  8  1  0
  8  9  1  0
  9  7  1  0
  7 10  2  0
  9 11  2  0
 11 12  1  0
 13 12  2  0
 14 13  1  0
 15 14  2  0
 16 15  1  0
 17 16  2  0
 12 17  1  0
 11 18  1  0
 16 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5284279

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 333.21

Molecular Weight (Monoisotopic): 331.9507

AlogP: 4.66

#Rotatable Bonds: 1

Polar Surface Area: 37.30

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.39

CX Basic pKa: ┄

CX LogP: 3.69

CX LogD: 1.74

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.61

Np Likeness Score: -0.91

References

1. Lazinski LM, Royal G, Robin M, Maresca M, Haudecoeur R..  (2022)  Bioactive Aurones, Indanones, and Other Hemiindigoid Scaffolds: Medicinal Chemistry and Photopharmacology Perspectives.,  65  (19.0): [PMID:36126323] [10.1021/acs.jmedchem.2c01150]

Source

Source(1):

• Scientific Literature