sodium 4-aminonaphthalene-2-sulfonate

ID: ALA3087997

PubChem CID: 76320842

Max Phase: Preclinical

Molecular Formula: C10H8NNaO3S

Molecular Weight: 223.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1cc(S(=O)(=O)[O-])cc2ccccc12.[Na+]

Standard InChI:  InChI=1S/C10H9NO3S.Na/c11-10-6-8(15(12,13)14)5-7-3-1-2-4-9(7)10;/h1-6H,11H2,(H,12,13,14);/q;+1/p-1

Standard InChI Key:  FCAIZUCOIALWMD-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
   22.2953   -6.1867    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
   17.4836   -7.0205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7789   -6.6044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7855   -5.7860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4969   -5.3838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2016   -5.7999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9129   -5.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6176   -5.8138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6090   -6.6286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8976   -7.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1949   -6.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9206   -4.5805    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3126   -7.0441    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.0243   -6.6424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8974   -7.7468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8879   -7.6189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  2 11  2  0
  6 11  1  0
  7 12  1  0
  9 13  1  0
 13 14  1  0
 13 15  2  0
 13 16  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: 223.25

Molecular Weight (Monoisotopic): 223.0303

AlogP: 1.67

#Rotatable Bonds: 1

Polar Surface Area: 80.39

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -2.96

CX Basic pKa: 2.94

CX LogP: 1.09

CX LogD: -1.06

Aromatic Rings: 2

Heavy Atoms: 15

QED Weighted: 0.57

Np Likeness Score: -0.46

References

1. Iqbal J, Saeed A, Raza R, Matin A, Hameed A, Furtmann N, Lecka J, Sévigny J, Bajorath J..  (2013)  Identification of sulfonic acids as efficient ecto-5'-nucleotidase inhibitors.,  70  [PMID:24215819] [10.1016/j.ejmech.2013.10.053]

Source

Source(1):

• Scientific Literature