6-amino-4-hydroxynaphthalene-2-sulfonic acid

ID: ALA3087995

Cas Number: 90-51-7

PubChem CID: 7022

Product Number: A112973, Order Now?

Max Phase: Preclinical

Molecular Formula: C10H9NO4S

Molecular Weight: 239.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ccc2cc(S(=O)(=O)O)cc(O)c2c1

Standard InChI:  InChI=1S/C10H9NO4S/c11-7-2-1-6-3-8(16(13,14)15)5-10(12)9(6)4-7/h1-5,12H,11H2,(H,13,14,15)

Standard InChI Key:  HBZVNWNSRNTWPS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   17.0861  -11.4490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7908  -11.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7841  -10.2146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0728   -9.8123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3681  -10.2284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6568   -9.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9521  -10.2423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9607  -11.0571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6721  -11.4593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3747  -11.0468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5021  -11.4352    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.1293  -12.1465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9927  -12.0497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1840  -11.0713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0641   -8.9975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2407   -9.8401    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  1 10  2  0
  5 10  1  0
 11 12  2  0
 11 13  2  0
 11 14  1  0
  2 11  1  0
  4 15  1  0
  7 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3087995

   2-Amino-8-naphthol-6-sulfonic Acid

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: 239.25

Molecular Weight (Monoisotopic): 239.0252

AlogP: 1.37

#Rotatable Bonds: 1

Polar Surface Area: 100.62

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -2.07

CX Basic pKa: 3.58

CX LogP: 0.79

CX LogD: -1.38

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.52

Np Likeness Score: -0.03

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]

2. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays