rac-trans-(6S,8S)-6-Methoxy-4-methyl-6-oxo-6,7,8,8a-tetrahydro-1H-2,5-dioxa-6lambda*5*-phospha-azulen-3-one

ID: ALA2179374

Chembl Id: CHEMBL2179374

PubChem CID: 71460931

Max Phase: Preclinical

Molecular Formula: C9H13O5P

Molecular Weight: 232.17

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO[P@@]1(=O)CC[C@@H]2COC(=O)C2=C(C)O1

Standard InChI:  InChI=1S/C9H13O5P/c1-6-8-7(5-13-9(8)10)3-4-15(11,12-2)14-6/h7H,3-5H2,1-2H3/t7-,15+/m1/s1

Standard InChI Key:  JBANMOPKOHITOL-MLXNANBUSA-N

Alternative Forms

1. Parent:

   

   ALA2179374

   (3S,5aS)-3-methoxy-1-methyl-3-oxo-4,5,5a,6-tetrahydrofuro[3,4-e]oxaphosphepin-8-one

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: 232.17

Molecular Weight (Monoisotopic): 232.0501

AlogP: 1.69

#Rotatable Bonds: 1

Polar Surface Area: 61.83

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.09

CX LogD: 0.09

Aromatic Rings: ┄

Heavy Atoms: 15

QED Weighted: 0.51

Np Likeness Score: 0.71

References

1. 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]

Source

Source(1):

• Scientific Literature