Carbonic acid 2-methoxy-3-octadecyloxy-propyl ester 2,3,4,6-tetrahydroxy-5-hydroxymethyl-cyclohexyl ester

ID: ALA2367874

PubChem CID: 73348313

Max Phase: Preclinical

Molecular Formula: C30H58O10

Molecular Weight: 578.78

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C30H58O10/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-38-21-23(37-2)22-39-30(36)40-29-26(33)24(20-31)25(32)27(34)28(29)35/h23-29,31-35H,3-22H2,1-2H3/t23-,24-,25-,26-,27+,28+,29-/m1/s1

Standard InChI Key:  ARSOCJAZLCXHOY-FPSDISKKSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2367874

   [(2R)-2-methoxy-3-octadecoxypropyl] [(1R,2S,3S,4R,5R,6R)-2,3,4,6-tetrahydroxy-5-(hydroxymethyl)cyclohexyl] 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: 578.78

Molecular Weight (Monoisotopic): 578.4030

AlogP: 3.87

#Rotatable Bonds: 24

Polar Surface Area: 155.14

Molecular Species: NEUTRAL

HBA: 10

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.68

CX Basic pKa: ┄

CX LogP: 4.79

CX LogD: 4.79

Aromatic Rings: ┄

Heavy Atoms: 40

QED Weighted: 0.08

Np Likeness Score: 0.99

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