Carbonic acid 2-methoxy-3-octadecyloxy-propyl ester 2,3,4,6-tetrahydroxy-cyclohexyl ester

ID: ALA2367876

PubChem CID: 73348315

Max Phase: Preclinical

Molecular Formula: C29H56O9

Molecular Weight: 548.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCCCCCOC[C@H](COC(=O)O[C@H]1[C@@H](O)[C@@H](O)[C@H](O)C[C@H]1O)OC

Standard InChI:  InChI=1S/C29H56O9/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-36-21-23(35-2)22-37-29(34)38-28-25(31)20-24(30)26(32)27(28)33/h23-28,30-33H,3-22H2,1-2H3/t23-,24-,25-,26+,27+,28-/m1/s1

Standard InChI Key:  UEXZLIHDHZAEEC-HKVPEBPQSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2367876

   [(2R)-2-methoxy-3-octadecoxypropyl] [(1R,2S,3S,4R,6R)-2,3,4,6-tetrahydroxycyclohexyl] carbonate

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: 548.76

Molecular Weight (Monoisotopic): 548.3924

AlogP: 4.65

#Rotatable Bonds: 23

Polar Surface Area: 134.91

Molecular Species: NEUTRAL

HBA: 9

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.74

CX Basic pKa: ┄

CX LogP: 5.48

CX LogD: 5.48

Aromatic Rings: ┄

Heavy Atoms: 38

QED Weighted: 0.11

Np Likeness Score: 0.98

References

1. Hu Y, Qiao L, Wang S, Rong SB, Meuillet EJ, Berggren M, Gallegos A, Powis G, Kozikowski AP..  (2000)  3-(Hydroxymethyl)-bearing phosphatidylinositol ether lipid analogues and carbonate surrogates block PI3-K, Akt, and cancer cell growth.,  43  (16): [PMID:10956212] [10.1021/jm000117y]

Source

Source(1):

• Scientific Literature