2-Methoxy-7-methyl-2-oxo-2,3,4,5-tetrahydro-2lambda*5*-[1,2]oxaphosphepine-6-carboxylic acid methyl ester

ID: ALA592624

Chembl Id: CHEMBL592624

PubChem CID: 46229068

Max Phase: Preclinical

Molecular Formula: C9H15O5P

Molecular Weight: 234.19

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  COC(=O)C1=C(C)OP(=O)(OC)CCC1

Standard InChI:  InChI=1S/C9H15O5P/c1-7-8(9(10)12-2)5-4-6-15(11,13-3)14-7/h4-6H2,1-3H3

Standard InChI Key:  GYEHUGPUFOMJON-UHFFFAOYSA-N

Associated Targets(Human)

ACHE Tclin Acetylcholinesterase (18204 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PNLIP Tclin Pancreatic lipase (198 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

CUT1 Cutinase 1 (30 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
LIPF Gastric triacylglycerol lipase (84 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PNLIPRP2 Pancreatic lipase-related protein 2 (70 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
POSSIBLE LYSOPHOSPHOLIPASE (22 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: 234.19Molecular Weight (Monoisotopic): 234.0657AlogP: 2.08#Rotatable Bonds: 2
Polar Surface Area: 61.83Molecular Species: HBA: 5HBD:
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): #RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: CX LogP: 0.60CX LogD: 0.60
Aromatic Rings: Heavy Atoms: 15QED Weighted: 0.54Np Likeness Score: 0.29

References

1. Dutta S, Malla RK, Bandyopadhyay S, Spilling CD, Dupureur CM..  (2010)  Synthesis and kinetic analysis of some phosphonate analogs of cyclophostin as inhibitors of human acetylcholinesterase.,  18  (6): [PMID:20189400] [10.1016/j.bmc.2010.01.063]
2. Point V, Malla RK, Diomande S, Martin BP, Delorme V, Carriere F, Canaan S, Rath NP, Spilling CD, Cavalier JF..  (2012)  Synthesis and kinetic evaluation of cyclophostin and cyclipostins phosphonate analogs as selective and potent inhibitors of microbial lipases.,  55  (22): [PMID:23095026] [10.1021/jm301216x]
3. Martin BP, Vasilieva E, Dupureur CM, Spilling CD..  (2015)  Synthesis and comparison of the biological activity of monocyclic phosphonate, difluorophosphonate and phosphate analogs of the natural AChE inhibitor cyclophostin.,  23  (24): [PMID:26585276] [10.1016/j.bmc.2015.10.044]

Source