1-amino-4-bromo-9,10-dioxo-9,10-dihydroanthracene-2-sulfonic acid

ID: ALA1206406

Cas Number: 116-81-4

PubChem CID: 22628

Product Number: B132357, Order Now?

Max Phase: Preclinical

Molecular Formula: C14H8BrNO5S

Molecular Weight: 382.19

Molecule Type: Small molecule

Names and Identifiers

Synonyms from Alternative Forms(1): bromaminic acid

Canonical SMILES:  Nc1c(S(=O)(=O)O)cc(Br)c2c1C(=O)c1ccccc1C2=O

Standard InChI:  InChI=1S/C14H8BrNO5S/c15-8-5-9(22(19,20)21)12(16)11-10(8)13(17)6-3-1-2-4-7(6)14(11)18/h1-5H,16H2,(H,19,20,21)

Standard InChI Key:  QZZSAWGVHXXMID-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   10.7110    0.9772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7097    0.1527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4201   -0.2586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4181    1.3885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1335    0.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1326    0.1507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8475   -0.2631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8492    1.3979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5687    0.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5640    0.1524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2770   -0.2635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9950    0.1467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9958    0.9772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2823    1.3893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8490    2.2199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8478   -1.0851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2832    2.2112    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7078    1.3878    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.4113    1.8037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1222    0.6780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2974    2.1000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2733   -1.0854    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0
 10 11  1  0
  5  6  1  0
 11 12  2  0
  1  2  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  2  3  1  0
  8 15  2  0
  3  6  2  0
  7 16  2  0
  5  8  1  0
 14 17  1  0
  6  7  1  0
 13 18  1  0
  7 10  1  0
 18 19  1  0
  9  8  1  0
 18 20  2  0
 18 21  2  0
  5  4  2  0
 11 22  1  0
  9 10  2  0
M  END

Alternative Forms

1. Alternative Forms:

   

   ALA1206406

   1-Amino-4-bromoanthraquinone-2-sulfonic Acid Sodium Salt

2. Parent:

   

   ALA1206406

   Bromamine Acid

Molecule Features

Natural Product: Yes

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: 382.19

Molecular Weight (Monoisotopic): 380.9307

AlogP: 2.05

#Rotatable Bonds: 1

Polar Surface Area: 114.53

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -2.78

CX Basic pKa: ┄

CX LogP: 0.46

CX LogD: 0.31

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.49

Np Likeness Score: -0.05

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