sodium 3-(carboxylatomethoxy)-5-(dicarboxymethoxy)benzoate

ID: ALA1627002

PubChem CID: 53317222

Max Phase: Preclinical

Molecular Formula: C12H9NaO10

Molecular Weight: 314.20

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C12H10O10.Na/c13-8(14)4-21-6-1-5(10(15)16)2-7(3-6)22-9(11(17)18)12(19)20;/h1-3,9H,4H2,(H,13,14)(H,15,16)(H,17,18)(H,19,20);/q;+1/p-1

Standard InChI Key:  HKAZQMBWNLYGIK-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 23 22  0  0  0  0  0  0  0  0999 V2000
    5.7917   -0.7792    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    1.8792   -4.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1667   -4.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5917   -4.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2917   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2917   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8667   -3.7375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5792   -3.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5792   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1667   -3.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2917   -3.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0167   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0167   -3.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0042   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1667   -5.8000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3042   -4.5625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5792   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8792   -3.3375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7292   -3.7250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4542   -3.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4417   -4.5625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5917   -5.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1542   -4.5625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  4  2  1  0
  5  6  1  0
  6  9  1  0
  7  2  1  0
  8  7  1  0
  9  8  2  0
 10 20  1  0
 11  8  1  0
 12 13  1  0
 13 11  2  0
 14  5  1  0
 15  3  2  0
 16  4  2  0
 17  5  2  0
 18 10  2  0
 19 13  1  0
 20 19  1  0
 21  3  1  0
 22  4  1  0
 23 10  1  0
 12  6  2  0
M  CHG  2   1   1  14  -1
M  END

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: 314.20

Molecular Weight (Monoisotopic): 314.0274

AlogP: -0.24

#Rotatable Bonds: 8

Polar Surface Area: 167.66

Molecular Species: ACID

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.84

CX Basic pKa: ┄

CX LogP: 0.27

CX LogD: -13.14

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.47

Np Likeness Score: -0.09

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