4-hydroxy-6-ureidonaphthalene-2-sulfonic acid

ID: ALA3087996

PubChem CID: 19967710

Max Phase: Preclinical

Molecular Formula: C11H10N2O5S

Molecular Weight: 282.28

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C11H10N2O5S/c12-11(15)13-7-2-1-6-3-8(19(16,17)18)5-10(14)9(6)4-7/h1-5,14H,(H3,12,13,15)(H,16,17,18)

Standard InChI Key:  PIIGYQCVUFCBRI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    9.3158  -11.3541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6111  -10.9380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6178  -10.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3291   -9.7174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0338  -10.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7451   -9.7313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4498  -10.1474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4412  -10.9621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7298  -11.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0272  -10.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8998  -11.3402    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.3378   -8.9026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1958  -10.9253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5096  -12.0555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1311  -12.1173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1617   -9.7460    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8652  -10.1618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5770   -9.7605    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8568  -10.9790    0.0000 O   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
  2 11  1  0
  4 12  1  0
 11 13  1  0
 11 14  2  0
 11 15  2  0
  7 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3087996

   6-(Carbamoylamino)-4-hydroxynaphthalene-2-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: 282.28

Molecular Weight (Monoisotopic): 282.0310

AlogP: 1.28

#Rotatable Bonds: 2

Polar Surface Area: 129.72

Molecular Species: ACID

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -2.12

CX Basic pKa: ┄

CX LogP: -1.20

CX LogD: -1.66

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.62

Np Likeness Score: -0.86

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