(2-Amino-propionyl)-phosphoramidic acid

ID: ALA57369

PubChem CID: 14541339

Max Phase: Preclinical

Molecular Formula: C3H9N2O4P

Molecular Weight: 168.09

Molecule Type: Small molecule

Names and Identifiers

Synonyms: (R)-2-Aminopropanoylphosphoramidic Acid | CHEMBL57369|(R)-2-Aminopropanoylphosphoramidic Acid

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

Standard InChI:  InChI=1S/C3H9N2O4P/c1-2(4)3(6)5-10(7,8)9/h2H,4H2,1H3,(H3,5,6,7,8,9)/t2-/m1/s1

Standard InChI Key:  BVDGKOHLUOXAQQ-UWTATZPHSA-N

Molfile:  

     RDKit          2D

 10  9  0  0  0  0  0  0  0  0999 V2000
    6.5667    1.6208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2811    2.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2811    2.8583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9956    1.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9956    0.7958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7101    2.0333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4246    1.6208    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   10.1333    1.2125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0124    0.9062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8428    2.3320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  6
  4  6  1  0
  2  1  1  0
  6  7  1  0
  2  4  1  0
  7  8  1  0
  7  9  2  0
  4  5  2  0
  7 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA57369

   (R)-2-Aminopropanoylphosphoramidic 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: 168.09

Molecular Weight (Monoisotopic): 168.0300

AlogP: -1.46

#Rotatable Bonds: 2

Polar Surface Area: 112.65

Molecular Species: ACID

HBA: 3

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.78

CX Basic pKa: 6.61

CX LogP: -3.01

CX LogD: -5.97

Aromatic Rings: ┄

Heavy Atoms: 10

QED Weighted: 0.38

Np Likeness Score: 0.49

References

1. Chakravarty PK, Greenlee WJ, Parsons WH, Patchett AA, Combs P, Roth A, Busch RD, Mellin TN..  (1989)  (3-Amino-2-oxoalkyl)phosphonic acids and their analogues as novel inhibitors of D-alanine:D-alanine ligase.,  32  (8): [PMID:2502630] [10.1021/jm00128a033]

2. Kovac A, Konc J, Vehar B, Bostock JM, Chopra I, Janezic D, Gobec S..  (2008)  Discovery of new inhibitors of D-alanine:D-alanine ligase by structure-based virtual screening.,  51  (23): [PMID:19053785] [10.1021/jm800726b]

Source

Source(1):

• Scientific Literature