Phosphoric acid (R)-2-imidazol-1-yl-3-octadecyloxy-propyl ester (1S,2S,3S)-2,3,4,6-tetrahydroxy-5-hydroxymethyl-cyclohexyl ester

ID: ALA2368945

PubChem CID: 73349961

Max Phase: Preclinical

Molecular Formula: C31H59N2O10P

Molecular Weight: 650.79

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)n1ccnc1

Standard InChI:  InChI=1S/C31H59N2O10P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20-41-22-25(33-19-18-32-24-33)23-42-44(39,40)43-31-28(36)26(21-34)27(35)29(37)30(31)38/h18-19,24-31,34-38H,2-17,20-23H2,1H3,(H,39,40)/t25-,26+,27-,28-,29+,30+,31-/m1/s1

Standard InChI Key:  GSEDSBXCTQGZBI-WOTIVTMFSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2368945

   Phosphoric acid (R)-2-imidazol-1-yl-3-octadecyloxy-propyl ester (1S,2S,3S)-2,3,4,6-tetrahydroxy-5-hydroxymethyl-cyclohexyl ester

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: 650.79

Molecular Weight (Monoisotopic): 650.3907

AlogP: 4.27

#Rotatable Bonds: 26

Polar Surface Area: 183.96

Molecular Species: ACID

HBA: 11

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.84

CX Basic pKa: 6.73

CX LogP: 2.21

CX LogD: 1.74

Aromatic Rings: 1

Heavy Atoms: 44

QED Weighted: 0.06

Np Likeness Score: 0.58

References

1. Hu Y, Meuillet EJ, Berggren M, Powis G, Kozikowski AP..  (2001)  3-Deoxy-3-substituted-D-myo-inositol imidazolyl ether lipid phosphates and carbonate as inhibitors of the phosphatidylinositol 3-kinase pathway and cancer cell growth.,  11  (2): [PMID:11206452] [10.1016/s0960-894x(00)00640-5]

Source

Source(1):

• Scientific Literature