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

ID: ALA2368954

PubChem CID: 73352927

Max Phase: Preclinical

Molecular Formula: C32H58N2O9

Molecular Weight: 614.82

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@H](CO)[C@@H]1O)n1ccnc1

Standard InChI:  InChI=1S/C32H58N2O9/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20-41-22-25(34-19-18-33-24-34)23-42-32(40)43-31-28(37)26(21-35)27(36)29(38)30(31)39/h18-19,24-31,35-39H,2-17,20-23H2,1H3/t25-,26+,27-,28+,29+,30+,31-/m1/s1

Standard InChI Key:  NSSDFGRFWUTFLU-FEZMFIOMSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2368954

   Carbonic 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: 614.82

Molecular Weight (Monoisotopic): 614.4142

AlogP: 4.29

#Rotatable Bonds: 24

Polar Surface Area: 163.73

Molecular Species: NEUTRAL

HBA: 11

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.68

CX Basic pKa: 6.73

CX LogP: 4.74

CX LogD: 4.68

Aromatic Rings: 1

Heavy Atoms: 43

QED Weighted: 0.08

Np Likeness Score: 0.41

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