(2R)-3-(hydroxy((1S,2R,3R,4S,5S,6R)-2,4,6-trihydroxy-3,5-bis(phosphonooxy)cyclohexyloxy)phosphoryloxy)propane-1,2-diyl dioctanoate

ID: ALA5279916

Chembl Id: CHEMBL5279916

Max Phase: Preclinical

Molecular Formula: C25H49O19P3

Molecular Weight: 746.57

Associated Items:

Names and Identifiers

Canonical SMILES:  CCCCCCCC(=O)OC[C@H](COP(=O)(O)O[C@@H]1[C@H](O)[C@H](OP(=O)(O)O)[C@@H](O)[C@H](OP(=O)(O)O)[C@H]1O)OC(=O)CCCCCCC

Standard InChI:  InChI=1S/C25H49O19P3/c1-3-5-7-9-11-13-18(26)39-15-17(41-19(27)14-12-10-8-6-4-2)16-40-47(37,38)44-25-21(29)23(42-45(31,32)33)20(28)24(22(25)30)43-46(34,35)36/h17,20-25,28-30H,3-16H2,1-2H3,(H,37,38)(H2,31,32,33)(H2,34,35,36)/t17-,20-,21-,22-,23-,24+,25-/m1/s1

Standard InChI Key:  QXHVLVSULWMTCV-DICZBTHZSA-N

Alternative Forms

  1. Parent:

    ALA5279916

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Associated Targets(Human)

SMPD1 Tchem Sphingomyelin phosphodiesterase (13561 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Topical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 746.57Molecular Weight (Monoisotopic): 746.2081AlogP: 1.72#Rotatable Bonds: 24
Polar Surface Area: 302.57Molecular Species: ACIDHBA: 14HBD: 8
#RO5 Violations: 3HBA (Lipinski): 19HBD (Lipinski): 8#RO5 Violations (Lipinski): 3
CX Acidic pKa: 0.81CX Basic pKa: CX LogP: 1.63CX LogD: -7.91
Aromatic Rings: Heavy Atoms: 47QED Weighted: 0.04Np Likeness Score: 0.87

References

1. Skácel J, Slusher BS, Tsukamoto T..  (2021)  Small Molecule Inhibitors Targeting Biosynthesis of Ceramide, the Central Hub of the Sphingolipid Network.,  64  (1.0): [PMID:33395289] [10.1021/acs.jmedchem.0c01664]

Source