Phenethyl 2,5-dihydroxybenzoate

ID: ALA4515200

PubChem CID: 137442385

Max Phase: Preclinical

Molecular Formula: C15H14O4

Molecular Weight: 258.27

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(OCCc1ccccc1)c1cc(O)ccc1O

Standard InChI:  InChI=1S/C15H14O4/c16-12-6-7-14(17)13(10-12)15(18)19-9-8-11-4-2-1-3-5-11/h1-7,10,16-17H,8-9H2

Standard InChI Key:  IGGGINYTBTWPHC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   14.3567   -7.3324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1780   -7.3324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5866   -6.6233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4079   -6.6233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8207   -7.3324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4079   -8.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5866   -8.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9440   -6.6233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9440   -8.0415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8206   -8.7506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1780   -5.9101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1227   -8.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7141   -8.7506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8927   -8.7506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4800   -9.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6587   -9.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2501   -8.7506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6587   -8.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4800   -8.0415    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  6  2  0
  6  7  1  0
  2  7  2  0
  1  8  2  0
  1  9  1  0
  6 10  1  0
  3 11  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 14 19  2  0
  9 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4515200

   ---

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: 258.27

Molecular Weight (Monoisotopic): 258.0892

AlogP: 2.50

#Rotatable Bonds: 4

Polar Surface Area: 66.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.56

CX Basic pKa: ┄

CX LogP: 4.03

CX LogD: 4.03

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.65

Np Likeness Score: 0.21

References

1. Selka A, Doiron JA, Lyons P, Dastous S, Chiasson A, Cormier M, Turcotte S, Surette ME, Touaibia M..  (2019)  Discovery of a novel 2,5-dihydroxycinnamic acid-based 5-lipoxygenase inhibitor that induces apoptosis and may impair autophagic flux in RCC4 renal cancer cells.,  179  [PMID:31260889] [10.1016/j.ejmech.2019.06.060]

Source

Source(1):

• Scientific Literature