(1S,5R,7S)-7-(2,4-dihydroxyphenethyl)-2,6-dioxabicyclo[3.3.1]nonan-3-one

ID: ALA2391085

Chembl Id: CHEMBL2391085

PubChem CID: 71714069

Max Phase: Preclinical

Molecular Formula: C15H18O5

Molecular Weight: 278.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1C[C@H]2C[C@H](C[C@H](CCc3ccc(O)cc3O)O2)O1

Standard InChI:  InChI=1S/C15H18O5/c16-10-3-1-9(14(17)5-10)2-4-11-6-12-7-13(19-11)8-15(18)20-12/h1,3,5,11-13,16-17H,2,4,6-8H2/t11-,12-,13+/m0/s1

Standard InChI Key:  COTJJLDDXIOUDJ-RWMBFGLXSA-N

Alternative Forms

1. Parent:

   

   ALA2391085

   (1S,5R,7S)-7-[2-(2,4-dihydroxyphenyl)ethyl]-2,6-dioxabicyclo[3.3.1]nonan-3-one

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: 278.30

Molecular Weight (Monoisotopic): 278.1154

AlogP: 1.89

#Rotatable Bonds: 3

Polar Surface Area: 75.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.54

CX Basic pKa: ┄

CX LogP: 1.79

CX LogD: 1.79

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.83

Np Likeness Score: 2.24

References

1. Carreyre H, Coustard JM, Carré G, Vandebrouck C, Bescond J, Ouédraogo M, Marrot J, Vullo D, Supuran CT, Thibaudeau S..  (2013)  Natural product hybrid and its superacid synthesized analogues: dodoneine and its derivatives show selective inhibition of carbonic anhydrase isoforms I, III, XIII and XIV.,  21  (13): [PMID:23685174] [10.1016/j.bmc.2013.04.041]

Source

Source(1):

• Scientific Literature