[(2R,3S)-2-(tert-butylcarbamothioylamino)-3-hydroxyoctadec-4-enyl] 2-(trimethylammonio)ethyl phosphate

ID: ALA4556453

Chembl Id: CHEMBL4556453

PubChem CID: 155557311

Max Phase: Preclinical

Molecular Formula: C28H58N3O5PS

Molecular Weight: 579.83

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCC/C=C/[C@H](O)[C@@H](COP(=O)([O-])OCC[N+](C)(C)C)NC(=S)NC(C)(C)C

Standard InChI:  InChI=1S/C28H58N3O5PS/c1-8-9-10-11-12-13-14-15-16-17-18-19-20-21-26(32)25(29-27(38)30-28(2,3)4)24-36-37(33,34)35-23-22-31(5,6)7/h20-21,25-26,32H,8-19,22-24H2,1-7H3,(H2-,29,30,33,34,38)/b21-20+/t25-,26+/m1/s1

Standard InChI Key:  MFUJYPHIENKUQA-JBDWOZHESA-N

Alternative Forms

  1. Parent:

    ALA4556453

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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: UnknownTopical: 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: 579.83Molecular Weight (Monoisotopic): 579.3835AlogP: 5.44#Rotatable Bonds: 22
Polar Surface Area: 102.88Molecular Species: ACIDHBA: 6HBD: 3
#RO5 Violations: 2HBA (Lipinski): 8HBD (Lipinski): 3#RO5 Violations (Lipinski): 2
CX Acidic pKa: 1.86CX Basic pKa: CX LogP: 2.33CX LogD: 4.35
Aromatic Rings: Heavy Atoms: 38QED Weighted: 0.05Np Likeness Score: 0.57

References

1. Yang K, Yu J, Nong K, Wang Y, Niu A, Chen W, Dong J, Wang J..  (2020)  Discovery of Potent, Selective, and Direct Acid Sphingomyelinase Inhibitors with Antidepressant Activity.,  63  (3): [PMID:31944697] [10.1021/acs.jmedchem.9b00739]

Source