(1R,5S,6R)-5-Hydroxy-4-hydroxymethyl-3-((E)-propenyl)-7-oxa-bicyclo[4.1.0]hept-3-en-2-one

ID: ALA122492

Chembl Id: CHEMBL122492

PubChem CID: 6917357

Max Phase: Preclinical

Molecular Formula: C10H12O4

Molecular Weight: 196.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C=C/C1=C(CO)[C@H](O)[C@H]2O[C@H]2C1=O

Standard InChI:  InChI=1S/C10H12O4/c1-2-3-5-6(4-11)8(13)10-9(14-10)7(5)12/h2-3,8-11,13H,4H2,1H3/b3-2+/t8-,9-,10+/m0/s1

Standard InChI Key:  LGPGKXQUEZSITB-YYYVYBELSA-N

Alternative Forms

1. Parent:

   

   ALA122492

   (1R,5S,6R)-5-hydroxy-4-(hydroxymethyl)-3-[(E)-prop-1-enyl]-7-oxabicyclo[4.1.0]hept-3-en-2-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: 196.20

Molecular Weight (Monoisotopic): 196.0736

AlogP: -0.44

#Rotatable Bonds: 2

Polar Surface Area: 70.06

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.37

CX Basic pKa: ┄

CX LogP: -0.33

CX LogD: -0.33

Aromatic Rings: ┄

Heavy Atoms: 14

QED Weighted: 0.59

Np Likeness Score: 2.74

References

1. Kakeya H, Miyake Y, Shoji M, Kishida S, Hayashi Y, Kataoka T, Osada H..  (2003)  Novel non-peptide inhibitors targeting death receptor-mediated apoptosis.,  13  (21): [PMID:14552771] [10.1016/j.bmcl.2003.08.003]

Source

Source(1):

• Scientific Literature