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

ID: ALA2368946

PubChem CID: 73356010

Max Phase: Preclinical

Molecular Formula: C30H57N2O9P

Molecular Weight: 620.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCCCCCOC[C@H](COP(=O)(O)O[C@H]1[C@@H](O)[C@@H](O)[C@H](O)C[C@H]1O)n1ccnc1

Standard InChI:  InChI=1S/C30H57N2O9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20-39-22-25(32-19-18-31-24-32)23-40-42(37,38)41-30-27(34)21-26(33)28(35)29(30)36/h18-19,24-30,33-36H,2-17,20-23H2,1H3,(H,37,38)/t25-,26-,27-,28+,29+,30-/m1/s1

Standard InChI Key:  PARQDLIVDGVKPF-OZAHYKMTSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2368946

   Phosphoric acid (R)-2-imidazol-1-yl-3-octadecyloxy-propyl ester (1S,2S,3S)-2,3,4,6-tetrahydroxy-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: 620.76

Molecular Weight (Monoisotopic): 620.3802

AlogP: 5.05

#Rotatable Bonds: 25

Polar Surface Area: 163.73

Molecular Species: ACID

HBA: 10

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.84

CX Basic pKa: 6.73

CX LogP: 2.90

CX LogD: 2.44

Aromatic Rings: 1

Heavy Atoms: 42

QED Weighted: 0.07

Np Likeness Score: 0.52

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