(3S)-3-(4-Aminobutyl)-1-[[2-fluoro-6-(4-methoxyphenyl)phenyl]methyl]-4-hydroxy-4-oxo-1,4-azaphosphinane-3-carboxylic Acid

ID: ALA4868496

Chembl Id: CHEMBL4868496

PubChem CID: 164620226

Max Phase: Preclinical

Molecular Formula: C23H30FN2O5P

Molecular Weight: 464.47

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cccc(F)c2CN2CCP(=O)(O)[C@](CCCCN)(C(=O)O)C2)cc1

Standard InChI:  InChI=1S/C23H30FN2O5P/c1-31-18-9-7-17(8-10-18)19-5-4-6-21(24)20(19)15-26-13-14-32(29,30)23(16-26,22(27)28)11-2-3-12-25/h4-10H,2-3,11-16,25H2,1H3,(H,27,28)(H,29,30)/t23-/m0/s1

Standard InChI Key:  ODYNRMOUMKLRNU-QHCPKHFHSA-N

Alternative Forms

  1. Parent:

    ALA4868496

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Associated Targets(Human)

CPB2 Tchem Carboxypeptidase B2 isoform A (351 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: 464.47Molecular Weight (Monoisotopic): 464.1876AlogP: 3.54#Rotatable Bonds: 9
Polar Surface Area: 113.09Molecular Species: ZWITTERIONHBA: 5HBD: 3
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 4#RO5 Violations (Lipinski):
CX Acidic pKa: 0.61CX Basic pKa: 10.32CX LogP: -3.72CX LogD: -3.65
Aromatic Rings: 2Heavy Atoms: 32QED Weighted: 0.38Np Likeness Score: -0.25

References

1. Schaffner AP, Sansilvestri-Morel P, Despaux N, Ruano E, Persigand T, Rupin A, Mennecier P, Vallez MO, Raimbaud E, Desos P, Gloanec P..  (2021)  Phosphinanes and Azaphosphinanes as Potent and Selective Inhibitors of Activated Thrombin-Activatable Fibrinolysis Inhibitor (TAFIa).,  64  (7.0): [PMID:33764059] [10.1021/acs.jmedchem.0c02072]

Source