Hexadecanoic acid (R)-2-hydroxy-2-((5S,8R)-2-isopropoxy-6,9-dioxo-1,7-dioxa-spiro[4.4]non-8-yl)-ethyl ester

ID: ALA40779

Chembl Id: CHEMBL40779

PubChem CID: 10481524

Max Phase: Preclinical

Molecular Formula: C28H48O8

Molecular Weight: 512.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC(=O)[C@]2(CCC(OC(C)C)O2)C1=O

Standard InChI:  InChI=1S/C28H48O8/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(30)33-20-22(29)25-26(31)28(27(32)35-25)19-18-24(36-28)34-21(2)3/h21-22,24-25,29H,4-20H2,1-3H3/t22-,24?,25-,28+/m1/s1

Standard InChI Key:  SQSLSRAOGUBPKZ-ZIRBNASXSA-N

Alternative Forms

1. Parent:

   

   ALA40779

   [(2R)-2-[(5S,8R)-6,9-dioxo-2-propan-2-yloxy-1,7-dioxaspiro[4.4]nonan-8-yl]-2-hydroxyethyl] hexadecanoate

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: 512.68

Molecular Weight (Monoisotopic): 512.3349

AlogP: 5.17

#Rotatable Bonds: 19

Polar Surface Area: 108.36

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.17

CX Basic pKa: ┄

CX LogP: 6.89

CX LogD: 6.89

Aromatic Rings: ┄

Heavy Atoms: 36

QED Weighted: 0.14

Np Likeness Score: 0.96

References

1. Fathi AR, Krautheim A, Kaap S, Eger K, Steinfelder HJ..  (2000)  Michael adducts of ascorbic acid as inhibitors of protein phosphatase 2A and inducers of apoptosis.,  10  (14): [PMID:10915062] [10.1016/s0960-894x(00)00294-8]

Source

Source(1):

• Scientific Literature