3-carboxymethoxy-5-(hydroxy-phosphonomethyl)-benzoate 3Na

Names and Identifiers

Canonical SMILES: O=C([O-])COc1cc(C(=O)[O-])cc(C(O)P(=O)([O-])O)c1.[Na+].[Na+].[Na+]

Standard InChI: InChI=1S/C10H11O9P.3Na/c11-8(12)4-19-7-2-5(9(13)14)1-6(3-7)10(15)20(16,17)18;;;/h1-3,10,15H,4H2,(H,11,12)(H,13,14)(H2,16,17,18);;;/q;3*+1/p-3

Standard InChI Key: HRDIJLQHDQGPIF-UHFFFAOYSA-K

Molfile:

     RDKit          2D

 23 20  0  0  0  0  0  0  0  0999 V2000
    7.8417   -5.4042    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    3.2292   -3.8292    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.9417   -2.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2167   -3.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6542   -1.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6542   -0.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9417   -1.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4292   -4.0667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8042   -4.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0167   -3.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6542   -2.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3667   -1.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3667   -2.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3667   -0.1042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8042   -5.0792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9417   -0.1042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4625   -4.6250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5167   -3.8292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0917   -3.0042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0917   -3.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4917   -2.6042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7792   -0.4417    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    1.9292   -5.7500    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
  3  4  1  0
  4  2  1  0
  5  7  1  0
  6  5  1  0
  7  3  2  0
  8  2  1  0
  9 20  1  0
 10  2  2  0
 11  3  1  0
 12 13  1  0
 13 11  2  0
 14  6  1  0
 15  9  1  0
 16  6  2  0
 17  2  1  0
 18  9  2  0
 19 13  1  0
 20 19  1  0
 21  4  1  0
  5 12  2  0
M  CHG  6   1   1   8  -1  14  -1  15  -1  22   1  23   1
M  END

Associated Targets(non-human)

aroA 5-enolpyruvylshikimate-3-phosphate synthase (102 Activities)

Discover Target: aroA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

Drug Indications

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Calculated Properties

Molecular Weight: 306.16	Molecular Weight (Monoisotopic): 306.0141	AlogP: 0.02	#Rotatable Bonds: 6
Polar Surface Area: 161.59	Molecular Species: ACID	HBA: 5	HBD: 5
#RO5 Violations: ┄	HBA (Lipinski): 9	HBD (Lipinski): 5	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: 1.21	CX Basic pKa: ┄	CX LogP: -0.92	CX LogD: -10.16
Aromatic Rings: 1	Heavy Atoms: 20	QED Weighted: 0.46	Np Likeness Score: 0.06

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., 4 (21): [10.1016/S0960-894X(01)80293-6]

Source

Source(1):

Scientific Literature