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

ID: ALA4848027

Chembl Id: CHEMBL4848027

PubChem CID: 137441844

Max Phase: Preclinical

Molecular Formula: C23H31N2O4P

Molecular Weight: 430.49

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2ccccc2CN2CCP(=O)(O)[C@](CCCCN)(C(=O)O)C2)cc1

Standard InChI:  InChI=1S/C23H31N2O4P/c1-18-8-10-19(11-9-18)21-7-3-2-6-20(21)16-25-14-15-30(28,29)23(17-25,22(26)27)12-4-5-13-24/h2-3,6-11H,4-5,12-17,24H2,1H3,(H,26,27)(H,28,29)/t23-/m0/s1

Standard InChI Key:  ZKOBHVDVMWMQBZ-QHCPKHFHSA-N

Alternative Forms

  1. Parent:

    ALA4848027

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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: 430.49Molecular Weight (Monoisotopic): 430.2021AlogP: 3.70#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: 0.60CX Basic pKa: 10.69CX LogP: -3.79CX LogD: -3.76
Aromatic Rings: 2Heavy Atoms: 30QED Weighted: 0.44Np Likeness Score: -0.09

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