1-(5-bromo-2-methoxyphenyl)-3-(4-(methylsulfonyl)phenyl)prop-2-en-1-one

ID: ALA4537567

PubChem CID: 155548178

Max Phase: Preclinical

Molecular Formula: C17H15BrO4S

Molecular Weight: 395.27

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(Br)cc1C(=O)/C=C/c1ccc(S(C)(=O)=O)cc1

Standard InChI:  InChI=1S/C17H15BrO4S/c1-22-17-10-6-13(18)11-15(17)16(19)9-5-12-3-7-14(8-4-12)23(2,20)21/h3-11H,1-2H3/b9-5+

Standard InChI Key:  COZVLTWRNCURIY-WEVVVXLNSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   19.0100   -6.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6055   -7.2474    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.4226   -7.2428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2358   -6.0464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2347   -6.8659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9427   -7.2749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6524   -6.8654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6495   -6.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9409   -5.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3557   -5.6315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0650   -6.0374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3526   -4.8143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7711   -5.6262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4804   -6.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4803   -6.8481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1888   -7.2540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8959   -6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8902   -6.0213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1812   -5.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5280   -5.6379    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   14.3607   -7.2729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3620   -8.0901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6098   -8.0648    0.0000 C   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
  8 10  1  0
 10 11  1  0
 10 12  2  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
  4 20  1  0
  7 21  1  0
 21 22  1  0
 17  2  1  0
  2 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4537567

   ---

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: 395.27

Molecular Weight (Monoisotopic): 393.9874

AlogP: 3.76

#Rotatable Bonds: 5

Polar Surface Area: 60.44

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.34

CX LogD: 3.34

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.57

Np Likeness Score: -0.72

References

1. Hossain M, Das U, Dimmock JR..  (2019)  Recent advances in α,β-unsaturated carbonyl compounds as mitochondrial toxins.,  183  [PMID:31539776] [10.1016/j.ejmech.2019.111687]

Source

Source(1):

• Scientific Literature