(E)-4-hydroxy-3-methyl-but-2-enyl diphosphate

ID: ALA4165237

Chembl Id: CHEMBL4165237

PubChem CID: 9901846

Max Phase: Preclinical

Molecular Formula: C6H11Na3O7P2

Molecular Weight: 260.12

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  C/C(=C\CCP(=O)([O-])OP(=O)([O-])[O-])CO.[Na+].[Na+].[Na+]

Standard InChI:  InChI=1S/C6H14O7P2.3Na/c1-6(5-7)3-2-4-14(8,9)13-15(10,11)12;;;/h3,7H,2,4-5H2,1H3,(H,8,9)(H2,10,11,12);;;/q;3*+1/p-3/b6-3+;;;

Standard InChI Key:  PHPOKDQSFOLAPS-LESCHLGKSA-K

Associated Targets(Human)

BTN3A1 Tchem Butyrophilin subfamily 3 member A1 (291 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: 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: 260.12Molecular Weight (Monoisotopic): 260.0215AlogP: 0.61#Rotatable Bonds: 6
Polar Surface Area: 124.29Molecular Species: ACIDHBA: 4HBD: 4
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 4#RO5 Violations (Lipinski):
CX Acidic pKa: 1.90CX Basic pKa: CX LogP: -1.06CX LogD: -5.88
Aromatic Rings: Heavy Atoms: 15QED Weighted: 0.41Np Likeness Score: 1.89

References

1. Foust BJ, Poe MM, Lentini NA, Hsiao CC, Wiemer AJ, Wiemer DF..  (2017)  Mixed Aryl Phosphonate Prodrugs of a Butyrophilin Ligand.,  (9): [PMID:28947936] [10.1021/acsmedchemlett.7b00245]
2. Lentini NA, Hsiao CC, Crull GB, Wiemer AJ, Wiemer DF..  (2019)  Synthesis and Bioactivity of the Alanyl Phosphonamidate Stereoisomers Derived from a Butyrophilin Ligand.,  10  (9): [PMID:31531198] [10.1021/acsmedchemlett.9b00153]

Source