3-(Carboxy-phosphono-methoxy)-5-phosphonooxy-benzoic acid; tetrasodium salt

ID: ALA313253

PubChem CID: 44321919

Max Phase: Preclinical

Molecular Formula: C9H6Na4O12P2

Molecular Weight: 372.12

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C([O-])c1cc(OC(C(=O)[O-])P(=O)([O-])O)cc(OP(=O)([O-])O)c1.[Na+].[Na+].[Na+].[Na+]

Standard InChI:  InChI=1S/C9H10O12P2.4Na/c10-7(11)4-1-5(3-6(2-4)21-23(17,18)19)20-9(8(12)13)22(14,15)16;;;;/h1-3,9H,(H,10,11)(H,12,13)(H2,14,15,16)(H2,17,18,19);;;;/q;4*+1/p-4

Standard InChI Key:  GOMCBQZQHUNFIH-UHFFFAOYSA-J

Molfile:  

     RDKit          2D

 27 23  0  0  0  0  0  0  0  0999 V2000
    7.0750    0.9208    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    5.5917    0.2625    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.5875   -0.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0167   -1.8000    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    6.3042   -0.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4417    1.5083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4417    0.6833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8750   -0.9750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1542   -0.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7375   -0.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0167   -0.9750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3875    0.0458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8750    0.6750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2250   -1.5875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1542    0.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4417   -0.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7375    0.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7375   -2.2125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3042   -1.8000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1542    1.9208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0167   -0.5667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7292    1.9208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3042    0.6750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3042   -2.2125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8292    2.4208    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
   -0.2333   -2.4167    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    7.1167   -2.0542    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
  3  2  1  0
  4 11  1  0
  5  3  1  0
  6  7  1  0
  7 15  2  0
  8  3  1  0
  9  8  1  0
 10 16  1  0
 11 10  1  0
 12  2  1  0
 13  2  2  0
 14  4  1  0
 15  9  1  0
 16  9  2  0
 17 10  2  0
 18  4  2  0
 19  5  1  0
 20  6  1  0
 21  5  2  0
 22  6  2  0
 23  2  1  0
 24  4  1  0
  7 17  1  0
M  CHG  8   1   1  12  -1  14  -1  19  -1  20  -1  25   1  26   1  27   1
M  END

Associated Targets(non-human)

aroA 5-enolpyruvylshikimate-3-phosphate synthase (102 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 372.12Molecular Weight (Monoisotopic): 371.9647AlogP: -0.18#Rotatable Bonds: 7
Polar Surface Area: 208.12Molecular Species: ACIDHBA: 6HBD: 6
#RO5 Violations: 1HBA (Lipinski): 12HBD (Lipinski): 6#RO5 Violations (Lipinski): 2
CX Acidic pKa: 1.01CX Basic pKa: CX LogP: -1.03CX LogD: -13.35
Aromatic Rings: 1Heavy Atoms: 23QED Weighted: 0.34Np Likeness Score: 0.37

References

1. Miller MJ, Braccolino DS, Clearly DG, Ream JE, Walker MC, Sikorski JA.  (1994)  EPSP synthase inhibitor design IV. New aromatic substrate analogs and symmetrical inhibitors containing novel 3-phosphate mimics.,  (21): [10.1016/S0960-894X(01)80293-6]

Source