(3S)-3-(4-Aminobutyl)-1-[2-(1,2-dimethyl-1H-imidazole-5-yl)-4-fluorobenzyl]-4-hydroxy-4-oxo-1,4-azaphosphinane-3-carboxylic Acid

ID: ALA4868478

Chembl Id: CHEMBL4868478

PubChem CID: 135365195

Max Phase: Preclinical

Molecular Formula: C21H30FN4O4P

Molecular Weight: 452.47

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  Cc1ncc(-c2cc(F)ccc2CN2CCP(=O)(O)[C@](CCCCN)(C(=O)O)C2)n1C

Standard InChI:  InChI=1S/C21H30FN4O4P/c1-15-24-12-19(25(15)2)18-11-17(22)6-5-16(18)13-26-9-10-31(29,30)21(14-26,20(27)28)7-3-4-8-23/h5-6,11-12H,3-4,7-10,13-14,23H2,1-2H3,(H,27,28)(H,29,30)/t21-/m0/s1

Standard InChI Key:  MUKBNFMKTKDYIO-NRFANRHFSA-N

Alternative Forms

  1. Parent:

    ALA4868478

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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: 452.47Molecular Weight (Monoisotopic): 452.1989AlogP: 2.57#Rotatable Bonds: 8
Polar Surface Area: 121.68Molecular Species: ZWITTERIONHBA: 6HBD: 3
#RO5 Violations: HBA (Lipinski): 8HBD (Lipinski): 4#RO5 Violations (Lipinski):
CX Acidic pKa: 0.62CX Basic pKa: 10.30CX LogP: -5.10CX LogD: -5.44
Aromatic Rings: 2Heavy Atoms: 31QED Weighted: 0.42Np Likeness Score: -0.48

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