(E)-4-Bromo-2-(3-oxoprop-1-en-1-yl)phenyl 2-acetoxybenzoate

ID: ALA4251440

PubChem CID: 145982903

Max Phase: Preclinical

Molecular Formula: C18H13BrO5

Molecular Weight: 389.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)Oc1ccccc1C(=O)Oc1ccc(Br)cc1/C=C/C=O

Standard InChI:  InChI=1S/C18H13BrO5/c1-12(21)23-17-7-3-2-6-15(17)18(22)24-16-9-8-14(19)11-13(16)5-4-10-20/h2-11H,1H3/b5-4+

Standard InChI Key:  DKXTTYUDLLJSPZ-SNAWJCMRSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   20.5522   -8.6383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5510   -9.4578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2591   -9.8668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9687   -9.4573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9659   -8.6347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2573   -8.2294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8430   -9.8658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1356   -9.4567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4276   -9.8647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1363   -8.6395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2589  -10.6839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5511  -11.0924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9665  -11.0927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5509  -11.9096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8422  -12.3137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8417  -13.1301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5498  -13.5397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2600  -13.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2570  -12.3118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9628  -11.8999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6724  -12.3051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3782  -11.8932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0878  -12.2984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5507  -14.3569    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  2  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  3 11  1  0
 11 12  1  0
 11 13  2  0
 12 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
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 17 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4251440

   ---

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: 389.20

Molecular Weight (Monoisotopic): 387.9946

AlogP: 3.81

#Rotatable Bonds: 5

Polar Surface Area: 69.67

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.01

CX LogD: 4.01

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.34

Np Likeness Score: -0.02

References

1. Lu S, Obianom ON, Ai Y..  (2018)  Novel cinnamaldehyde-based aspirin derivatives for the treatment of colorectal cancer.,  28  (17): [PMID:30037494] [10.1016/j.bmcl.2018.07.032]

Source

Source(1):

• Scientific Literature