4-Hydroxy-5-hydroxymethyl-3-octadec-9-enoyl-5H-furan-2-one

ID: ALA108394

Chembl Id: CHEMBL108394

Max Phase: Preclinical

Molecular Formula: C23H38O5

Molecular Weight: 394.55

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H38O5/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-19(25)21-22(26)20(18-24)28-23(21)27/h9-10,20,24,27H,2-8,11-18H2,1H3/b10-9+/t20-/m1/s1

Standard InChI Key:  JVPNMUXJVIRQSQ-SQUSKLHYSA-N

Alternative Forms

1. Parent:

   

   ALA108394

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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: 394.55

Molecular Weight (Monoisotopic): 394.2719

AlogP: 5.32

#Rotatable Bonds: 17

Polar Surface Area: 83.83

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.04

CX Basic pKa:

CX LogP: 6.81

CX LogD: 3.25

Aromatic Rings: 0

Heavy Atoms: 28

QED Weighted: 0.20

Np Likeness Score: 1.32

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