Sodium 2-(2-(hydroxy(4-(hydrogenphosphonatooxy)butyl)amino)-2-oxoethyl)malonate

ID: ALA1952348

Chembl Id: CHEMBL1952348

PubChem CID: 57396526

Max Phase: Preclinical

Molecular Formula: C9H14NNa2O10P

Molecular Weight: 329.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C([O-])C(CC(=O)N(O)CCCCOP(=O)([O-])O)C(=O)O.[Na+].[Na+]

Standard InChI:  InChI=1S/C9H16NO10P.2Na/c11-7(5-6(8(12)13)9(14)15)10(16)3-1-2-4-20-21(17,18)19;;/h6,16H,1-5H2,(H,12,13)(H,14,15)(H2,17,18,19);;/q;2*+1/p-2

Standard InChI Key:  CJKMLXOGVRFKGN-UHFFFAOYSA-L

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: 329.20

Molecular Weight (Monoisotopic): 329.0512

AlogP: -0.73

#Rotatable Bonds: 10

Polar Surface Area: 181.90

Molecular Species: ACID

HBA: 6

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.72

CX Basic pKa: ┄

CX LogP: -1.49

CX LogD: -9.39

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.11

Np Likeness Score: 0.83

References

1. Desvergnes S, Courtiol-Legourd S, Daher R, Dabrowski M, Salmon L, Therisod M..  (2012)  Synthesis and evaluation of malonate-based inhibitors of phosphosugar-metabolizing enzymes: class II fructose-1,6-bis-phosphate aldolases, type I phosphomannose isomerase, and phosphoglucose isomerase.,  20  (4): [PMID:22269276] [10.1016/j.bmc.2011.12.050]

Source

Source(1):

• Scientific Literature