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

ID: ALA4858909

Chembl Id: CHEMBL4858909

PubChem CID: 135365436

Max Phase: Preclinical

Molecular Formula: C24H32FN2O6P

Molecular Weight: 494.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cc(F)ccc2CN2CCP(=O)(O)[C@](CCCCN)(C(=O)O)C2)cc1OC

Standard InChI:  InChI=1S/C24H32FN2O6P/c1-32-21-8-6-17(13-22(21)33-2)20-14-19(25)7-5-18(20)15-27-11-12-34(30,31)24(16-27,23(28)29)9-3-4-10-26/h5-8,13-14H,3-4,9-12,15-16,26H2,1-2H3,(H,28,29)(H,30,31)/t24-/m0/s1

Standard InChI Key:  OMNZYBADSYJRIF-DEOSSOPVSA-N

Alternative Forms

1. Parent:

   

   ALA4858909

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 494.50

Molecular Weight (Monoisotopic): 494.1982

AlogP: 3.55

#Rotatable Bonds: 10

Polar Surface Area: 122.32

Molecular Species: ZWITTERION

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 0.61

CX Basic pKa: 10.34

CX LogP: -4.03

CX LogD: -3.95

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.34

Np Likeness Score: -0.12

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

Source(1):

• Scientific Literature