(3S)-3-(4-Aminobutyl)-1-[[2-(4-chlorophenyl)-4-fluorophenyl]methyl]-4-hydroxy-4-oxo-1,4-azaphosphinane-3-carboxylic Acid

ID: ALA4875784

Chembl Id: CHEMBL4875784

PubChem CID: 135365122

Max Phase: Preclinical

Molecular Formula: C22H27ClFN2O4P

Molecular Weight: 468.89

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  NCCCC[C@@]1(C(=O)O)CN(Cc2ccc(F)cc2-c2ccc(Cl)cc2)CCP1(=O)O

Standard InChI:  InChI=1S/C22H27ClFN2O4P/c23-18-6-3-16(4-7-18)20-13-19(24)8-5-17(20)14-26-11-12-31(29,30)22(15-26,21(27)28)9-1-2-10-25/h3-8,13H,1-2,9-12,14-15,25H2,(H,27,28)(H,29,30)/t22-/m0/s1

Standard InChI Key:  IEXYVYGDOWYRAL-QFIPXVFZSA-N

Alternative Forms

  1. Parent:

    ALA4875784

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Associated Targets(Human)

CPB2 Tchem Carboxypeptidase B2 isoform A (351 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Cpb2 Carboxypeptidase B2 (40 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: 468.89Molecular Weight (Monoisotopic): 468.1381AlogP: 4.18#Rotatable Bonds: 8
Polar Surface Area: 103.86Molecular Species: ZWITTERIONHBA: 4HBD: 3
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 4#RO5 Violations (Lipinski):
CX Acidic pKa: 0.61CX Basic pKa: 10.36CX LogP: -3.12CX LogD: -3.05
Aromatic Rings: 2Heavy Atoms: 31QED Weighted: 0.40Np Likeness Score: -0.38

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