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

ID: ALA2367875

PubChem CID: 73348314

Max Phase: Preclinical

Molecular Formula: C29H59O11P

Molecular Weight: 614.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCCCCCOC[C@H](COP(=O)(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/C29H59O11P/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-38-21-23(37-2)22-39-41(35,36)40-29-26(32)24(20-30)25(31)27(33)28(29)34/h23-34H,3-22H2,1-2H3,(H,35,36)/t23-,24-,25-,26-,27+,28+,29-/m1/s1

Standard InChI Key:  ZJMHBSMHAVKZSY-FPSDISKKSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2367875

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

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: 614.75

Molecular Weight (Monoisotopic): 614.3795

AlogP: 3.85

#Rotatable Bonds: 26

Polar Surface Area: 175.37

Molecular Species: ACID

HBA: 10

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.83

CX Basic pKa: ┄

CX LogP: 3.98

CX LogD: 1.60

Aromatic Rings: ┄

Heavy Atoms: 41

QED Weighted: 0.06

Np Likeness Score: 1.14

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