4-Hydroxy-5-hydroxymethyl-2-oxo-2,5-dihydro-furan-3-carboxylic acid 16-allyloxycarbonylamino-hexadecyl ester

ID: ALA110983

Chembl Id: CHEMBL110983

Max Phase: Preclinical

Molecular Formula: C26H43NO8

Molecular Weight: 497.63

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C26H43NO8/c1-2-18-34-26(32)27-17-15-13-11-9-7-5-3-4-6-8-10-12-14-16-19-33-24(30)22-23(29)21(20-28)35-25(22)31/h2,21,28,31H,1,3-20H2,(H,27,32)/t21-/m1/s1

Standard InChI Key:  YEIGRGPPDOBAOL-OAQYLSRUSA-N

Alternative Forms

1. Parent:

   

   ALA110983

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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: 497.63

Molecular Weight (Monoisotopic): 497.2989

AlogP: 4.63

#Rotatable Bonds: 21

Polar Surface Area: 131.39

Molecular Species: ACID

HBA: 8

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 0.36

CX Basic pKa:

CX LogP: 6.14

CX LogD: 2.57

Aromatic Rings: 0

Heavy Atoms: 35

QED Weighted: 0.09

Np Likeness Score: 0.34

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