2-(Phosphonomethyl-amino)-propionic acid

ID: ALA98731

PubChem CID: 12832584

Max Phase: Preclinical

Molecular Formula: C4H10NO5P

Molecular Weight: 183.10

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(NCP(=O)(O)O)C(=O)O

Standard InChI:  InChI=1S/C4H10NO5P/c1-3(4(6)7)5-2-11(8,9)10/h3,5H,2H2,1H3,(H,6,7)(H2,8,9,10)

Standard InChI Key:  RASUWBZHFDVNCQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 11 10  0  0  0  0  0  0  0  0999 V2000
    3.8667   -4.9042    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    6.7250   -4.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5792   -4.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2917   -4.9042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8667   -4.0792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7250   -5.7292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0125   -4.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0417   -4.9042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8667   -5.7292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4417   -4.4917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0125   -3.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  7  1  0
  3  1  1  0
  4  3  1  0
  5  1  2  0
  6  2  2  0
  7  4  1  0
  8  1  1  0
  9  1  1  0
 10  2  1  0
 11  7  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA98731

   2-(Phosphonomethyl-amino)-propionic 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: 183.10

Molecular Weight (Monoisotopic): 183.0297

AlogP: -0.82

#Rotatable Bonds: 4

Polar Surface Area: 106.86

Molecular Species: ACID

HBA: 3

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -0.59

CX Basic pKa: 6.38

CX LogP: -2.57

CX LogD: -6.68

Aromatic Rings: ┄

Heavy Atoms: 11

QED Weighted: 0.42

Np Likeness Score: 0.24

References

1. Knowles WS, Anderson KS, Andrew SS, Phillion DP, Ream JE, Johnson KA, Sikorski JA.  (1993)  Synthesis & characterization of N-amino-glyphosate as a potent analog inhibitor of E. coli EPSP synthase.,  3  (12): [10.1016/S0960-894X(01)80780-0]

Source

Source(1):

• Scientific Literature