2-oxo-2-phenylethyl 5-bromo-2,3,4-trimethylbenzoate

ID: ALA4514355

PubChem CID: 16439762

Max Phase: Preclinical

Molecular Formula: C18H17BrO3

Molecular Weight: 361.24

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1c(Br)cc(C(=O)OCC(=O)c2ccccc2)c(C)c1C

Standard InChI:  InChI=1S/C18H17BrO3/c1-11-12(2)15(9-16(19)13(11)3)18(21)22-10-17(20)14-7-5-4-6-8-14/h4-9H,10H2,1-3H3

Standard InChI Key:  AQDBDQVWJVCTIG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    3.1889   -8.8281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1878   -9.6476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8958  -10.0566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6055   -9.6472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6027   -8.8245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8940   -8.4192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4811   -8.4197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4798  -10.0557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8916   -7.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8956  -10.8738    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    5.3088   -8.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0181   -8.8192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3057   -7.5961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7242   -8.4079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4335   -8.8138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1396   -8.4026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4366   -9.6310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8449   -8.8103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5506   -8.3997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5479   -7.5816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8337   -7.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1310   -7.5888    0.0000 C   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
  1  7  1  0
  2  8  1  0
  6  9  1  0
  3 10  1  0
  5 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514355

   Phenacyl 5-bromo-2,3,4-trimethylbenzoate

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: 361.24

Molecular Weight (Monoisotopic): 360.0361

AlogP: 4.41

#Rotatable Bonds: 4

Polar Surface Area: 43.37

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.72

CX Basic pKa: ┄

CX LogP: 5.52

CX LogD: 5.52

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.60

Np Likeness Score: -0.78

References

1. Ragle LE, Palanisamy DJ, Joe MJ, Stein RS, Norman DD, Tigyi G, Baker DL, Parrill AL..  (2016)  Discovery and synthetic optimization of a novel scaffold for hydrophobic tunnel-targeted autotaxin inhibition.,  24  (19): [PMID:27544588] [10.1016/j.bmc.2016.08.004]

Source

Source(1):

• Scientific Literature