(S)-2-(phosphonatooxy)propanoate

ID: ALA1235229

Cas Number: 28238-07-5

PubChem CID: 5326965

Max Phase: Preclinical

Molecular Formula: C3H7O6P

Molecular Weight: 170.06

Molecule Type: Small molecule

Names and Identifiers

Synonyms: (S)-2-(Phosphonatooxy)Propanoate | L-PHOSPHOLACTATE|(2S)-2-phosphonooxypropanoic acid|28238-07-5|2-phospho-L-lactic acid|L-phospholactic acid|phospho-L-lactic acid|(2S)-2-(phosphonooxy)propanoic acid|(2S)-2-phospholactic acid|CHEMBL1235229|CHEBI:45013|(S)-2-(Phosphonooxy)propanoic acid|(2S)-2-phospholactate|SCHEMBL9952548|DTXSID50416117|(S)-2-(Phosphonatooxy)Propanoate|BDBM50362545|C19156|Q27120589

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

Standard InChI:  InChI=1S/C3H7O6P/c1-2(3(4)5)9-10(6,7)8/h2H,1H3,(H,4,5)(H2,6,7,8)/t2-/m0/s1

Standard InChI Key:  CSZRNWHGZPKNKY-REOHCLBHSA-N

Molfile:  

     RDKit          2D

 10  9  0  0  0  0  0  0  0  0999 V2000
   -0.4017   -1.1364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1162   -1.5489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3128   -1.5489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4017   -0.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1162    0.1011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3128    0.1011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3128    0.9261    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.3128    1.7511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1378    0.9261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5122    0.9261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  3  1  0
  1  4  1  0
  4  5  1  6
  4  6  1  0
  6  7  1  0
  8  7  2  0
  9  7  1  0
 10  7  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1235229

   L-Phospholactate

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: 170.06

Molecular Weight (Monoisotopic): 169.9980

AlogP: -0.43

#Rotatable Bonds: 3

Polar Surface Area: 104.06

Molecular Species: ACID

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.13

CX Basic pKa: ┄

CX LogP: -0.60

CX LogD: -7.35

Aromatic Rings: ┄

Heavy Atoms: 10

QED Weighted: 0.50

Np Likeness Score: 0.42

References

1. Harrison AN, Reichau S, Parker EJ..  (2012)  Synthesis and evaluation of tetrahedral intermediate mimic inhibitors of 3-deoxy-d-manno-octulosonate 8-phosphate synthase.,  22  (2): [PMID:22204912] [10.1016/j.bmcl.2011.12.025]

Source

Source(1):

• Scientific Literature