4-Hydroxy-5-hydroxymethyl-2-oxo-2,5-dihydro-furan-3-carboxylic acid 3,7-dimethyl-oct-6-enyl ester

ID: ALA322934

Chembl Id: CHEMBL322934

Max Phase: Preclinical

Molecular Formula: C16H24O6

Molecular Weight: 312.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)=CCCC(C)CCOC(=O)C1=C(O)O[C@H](CO)C1=O

Standard InChI:  InChI=1S/C16H24O6/c1-10(2)5-4-6-11(3)7-8-21-15(19)13-14(18)12(9-17)22-16(13)20/h5,11-12,17,20H,4,6-9H2,1-3H3/t11?,12-/m1/s1

Standard InChI Key:  ZDDGIRRKKHDYOW-PIJUOVFKSA-N

Alternative Forms

1. Parent:

   

   ALA322934

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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: 312.36

Molecular Weight (Monoisotopic): 312.1573

AlogP: 2.03

#Rotatable Bonds: 8

Polar Surface Area: 93.06

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 0.46

CX Basic pKa:

CX LogP: 3.12

CX LogD: -0.44

Aromatic Rings: 0

Heavy Atoms: 22

QED Weighted: 0.40

Np Likeness Score: 1.79

References

1. Sodeoka M, Sampe R, Kojima S, Baba Y, Usui T, Ueda K, Osada H..  (2001)  Synthesis of a tetronic acid library focused on inhibitors of tyrosine and dual-specificity protein phosphatases and its evaluation regarding VHR and cdc25B inhibition.,  44  (20): [PMID:11563920] [10.1021/jm0100741]

Source

Source(1):

• Scientific Literature