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

ID: ALA4878039

Chembl Id: CHEMBL4878039

PubChem CID: 135365200

Max Phase: Preclinical

Molecular Formula: C20H28FN4O4P

Molecular Weight: 438.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1cncc1-c1cc(F)ccc1CN1CCP(=O)(O)[C@](CCCCN)(C(=O)O)C1

Standard InChI:  InChI=1S/C20H28FN4O4P/c1-24-14-23-11-18(24)17-10-16(21)5-4-15(17)12-25-8-9-30(28,29)20(13-25,19(26)27)6-2-3-7-22/h4-5,10-11,14H,2-3,6-9,12-13,22H2,1H3,(H,26,27)(H,28,29)/t20-/m0/s1

Standard InChI Key:  ZBWZIBATIOSFOY-FQEVSTJZSA-N

Alternative Forms

1. Parent:

   

   ALA4878039

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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: 438.44

Molecular Weight (Monoisotopic): 438.1832

AlogP: 2.26

#Rotatable Bonds: 8

Polar Surface Area: 121.68

Molecular Species: ZWITTERION

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 0.62

CX Basic pKa: 10.30

CX LogP: -5.21

CX LogD: -5.53

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.43

Np Likeness Score: -0.32

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