2-(4-(benzo[d]oxazol-2-ylmethyl)phenethyl)-4,6-dihydroxybenzoic acid

ID: ALA2206368

Chembl Id: CHEMBL2206368

PubChem CID: 66560521

Max Phase: Preclinical

Molecular Formula: C23H19NO5

Molecular Weight: 389.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1c(O)cc(O)cc1CCc1ccc(Cc2nc3ccccc3o2)cc1

Standard InChI:  InChI=1S/C23H19NO5/c25-17-12-16(22(23(27)28)19(26)13-17)10-9-14-5-7-15(8-6-14)11-21-24-18-3-1-2-4-20(18)29-21/h1-8,12-13,25-26H,9-11H2,(H,27,28)

Standard InChI Key:  FIRRKFNSARLTHM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2206368

   2-[2-[4-(1,3-Benzoxazol-2-ylmethyl)phenyl]ethyl]-4,6-dihydroxybenzoic acid

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: 389.41

Molecular Weight (Monoisotopic): 389.1263

AlogP: 4.31

#Rotatable Bonds: 6

Polar Surface Area: 103.79

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.94

CX Basic pKa: 0.60

CX LogP: 5.51

CX LogD: 2.03

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.45

Np Likeness Score: 0.22

References

1. Wisastra R, Ghizzoni M, Boltjes A, Haisma HJ, Dekker FJ..  (2012)  Anacardic acid derived salicylates are inhibitors or activators of lipoxygenases.,  20  (16): [PMID:22789707] [10.1016/j.bmc.2012.06.019]

Source

Source(1):

• Scientific Literature