3-[(1-Amino-ethyl)-hydroxy-phosphinoyl]-2-methyl-propionic acid

ID: ALA3350233

Chembl Id: CHEMBL3350233

PubChem CID: 10442640

Max Phase: Preclinical

Molecular Formula: C6H14NO4P

Molecular Weight: 195.16

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H](CP(=O)(O)[C@@H](C)N)C(=O)O

Standard InChI:  InChI=1S/C6H14NO4P/c1-4(6(8)9)3-12(10,11)5(2)7/h4-5H,3,7H2,1-2H3,(H,8,9)(H,10,11)/t4-,5-/m0/s1

Standard InChI Key:  XXVGIEKADYFHOF-WHFBIAKZSA-N

Alternative Forms

1. Parent:

   

   ALA3350233

   (2r)-3-[(R)-[(1s)-1-Aminoethyl](Hydroxy)phosphoryl]-2-Methylpropanoic Acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 195.16

Molecular Weight (Monoisotopic): 195.0660

AlogP: 0.28

#Rotatable Bonds: 4

Polar Surface Area: 100.62

Molecular Species: ZWITTERION

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -0.06

CX Basic pKa: 9.87

CX LogP: -2.03

CX LogD: -4.54

Aromatic Rings: ┄

Heavy Atoms: 12

QED Weighted: 0.56

Np Likeness Score: 0.60

References

1. Parsons WH, Patchett AA, Bull HG, Schoen WR, Taub D, Davidson J, Combs PL, Springer JP, Gadebusch H, Weissberger B..  (1988)  Phosphinic acid inhibitors of D-alanyl-D-alanine ligase.,  31  (9): [PMID:3137344] [10.1021/jm00117a017]

2. Ameryckx A,Pochet L,Wang G,Yildiz E,Saadi BE,Wouters J,Van Bambeke F,Frédérick R.  (2020)  Pharmacomodulations of the benzoyl-thiosemicarbazide scaffold reveal antimicrobial agents targeting d-alanyl-d-alanine ligase in bacterio.,  200  [PMID:32497961] [10.1016/j.ejmech.2020.112444]

Source

Source(1):

• Scientific Literature