(1S,4R)-7-Oxa-bicyclo[2.2.1]heptane-2,3-dicarboxylic acid monobenzyl ester

ID: ALA369584

Chembl Id: CHEMBL369584

Cas Number: 30627-50-0

PubChem CID: 207738

Max Phase: Preclinical

Molecular Formula: C15H16O5

Molecular Weight: 276.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)C1C(C(=O)OCc2ccccc2)[C@H]2CC[C@@H]1O2

Standard InChI:  InChI=1S/C15H16O5/c16-14(17)12-10-6-7-11(20-10)13(12)15(18)19-8-9-4-2-1-3-5-9/h1-5,10-13H,6-8H2,(H,16,17)/t10-,11+,12?,13?/m0/s1

Standard InChI Key:  FPOUQQHQTRACGO-ZFDZMSFRSA-N

Alternative Forms

1. Parent:

   

   ALA369584

   exo-cis-7-Oxabicyclo(2.2.1)heptane-2,3-dicarboxylic acid benzyl ester

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: 276.29

Molecular Weight (Monoisotopic): 276.0998

AlogP: 1.61

#Rotatable Bonds: 4

Polar Surface Area: 72.83

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.04

CX Basic pKa: ┄

CX LogP: 1.68

CX LogD: -1.45

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.85

Np Likeness Score: 0.16

References

1. Hart ME, Chamberlin AR, Walkom C, Sakoff JA, McCluskey A..  (2004)  Modified norcantharidins; synthesis, protein phosphatases 1 and 2A inhibition, and anticancer activity.,  14  (8): [PMID:15050639] [10.1016/j.bmcl.2004.01.093]

Source

Source(1):

• Scientific Literature