sodium 3-(((4-((E)-(4-(4-ethoxyphenylamino)phenyl)((E)-4-(ethyl(3-sulfonatobenzyl)iminio)-2-methylcyclohexa-2,5-dienylidene)methyl)-3-methylphenyl)(ethyl)amino)methyl)benzenesulfonate

ID: ALA4173394

Chembl Id: CHEMBL4173394

Cas Number: 6104-58-1

PubChem CID: 6328534

Max Phase: Approved

First Approval: 2019

Molecular Formula: C47H48N3NaO7S2

Molecular Weight: 832.06

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Bbg-250 | C.i. acid blue 90 | Coomassie blue g 250 | Coomassie blue g-250 | NSC-328382 | C.I. Acid Blue 90|Coomassie Brilliant Blue G|Brilliant Blue G|6104-58-1|Coomassie Blue G 250|Coomassie Blue G-250|Brilliant blue G (JAN)|Bbg-250|NSC-328382|CHEMBL4173394|Coomassie protein assay reagent|Tissueblue (TN)|FD&C Green No. 3;Food green 3;C.I. 42053|SCHEMBL1639259|DTXSID7041706|D10799|A868822

Trade Names(1): Tissueblue

Canonical SMILES:  CCOc1ccc(Nc2ccc(/C(=C3/C=C/C(=[N+](/CC)Cc4cccc(S(=O)(=O)[O-])c4)C=C3C)c3ccc(N(CC)Cc4cccc(S(=O)(=O)[O-])c4)cc3C)cc2)cc1.[Na+]

Standard InChI:  InChI=1S/C47H49N3O7S2.Na/c1-6-49(31-35-11-9-13-43(29-35)58(51,52)53)40-21-25-45(33(4)27-40)47(37-15-17-38(18-16-37)48-39-19-23-42(24-20-39)57-8-3)46-26-22-41(28-34(46)5)50(7-2)32-36-12-10-14-44(30-36)59(54,55)56;/h9-30H,6-8,31-32H2,1-5H3,(H2,51,52,53,54,55,56);/q;+1/p-1

Standard InChI Key:  RWVGQQGBQSJDQV-UHFFFAOYSA-M

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: Yes

First In Class: No

Black Box: No

Chirality: Yes

Availability: Yes

Prodrug: No

Calculated Properties

Molecular Weight: 832.06

Molecular Weight (Monoisotopic): 831.3012

AlogP: 9.31

#Rotatable Bonds: 15

Polar Surface Area: 139.08

Molecular Species: ACID

HBA: 8

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: -2.26

CX Basic pKa: 3.73

CX LogP: 5.64

CX LogD: 5.86

Aromatic Rings: 5

Heavy Atoms: 59

QED Weighted: 0.08

Np Likeness Score: -0.69

References

1. Gonzaga DTG, Ferreira LBG, Moreira Maramaldo Costa TE, von Ranke NL, Anastácio Furtado Pacheco P, Sposito Simões AP, Arruda JC, Dantas LP, de Freitas HR, de Melo Reis RA, Penido C, Bello ML, Castro HC, Rodrigues CR, Ferreira VF, Faria RX, da Silva FC..  (2017)  1-Aryl-1H- and 2-aryl-2H-1,2,3-triazole derivatives blockade P2X7 receptor in vitro and inflammatory response in vivo.,  139  [PMID:28858765] [10.1016/j.ejmech.2017.08.034]

2. Faria RX, Oliveira FH, Salles JP, Oliveira AS, von Ranke NL, Bello ML, Rodrigues CR, Castro HC, Louvis AR, Martins DL, Ferreira VF..  (2018)  1,4-Naphthoquinones potently inhibiting P2X7 receptor activity.,  143  [PMID:29133043] [10.1016/j.ejmech.2017.10.033]

3. Ahsan N, Siddique IA, Gupta S, Surolia A..  (2018)  A routinely used protein staining dye acts as an inhibitor of wild type and mutant alpha-synuclein aggregation and modulator of neurotoxicity.,  143  [PMID:29150334] [10.1016/j.ejmech.2017.10.002]

4. Pacheco PAF, Galvão RMS, Faria AFM, Von Ranke NL, Rangel MS, Ribeiro TM, Bello ML, Rodrigues CR, Ferreira VF, da Rocha DR, Faria RX..  (2019)  8-Hydroxy-2-(1H-1,2,3-triazol-1-yl)-1,4-naphtoquinone derivatives inhibited P2X7 Receptor-Induced dye uptake into murine Macrophages.,  27  (8): [PMID:30528164] [10.1016/j.bmc.2018.11.036]

5. Unpublished dataset, 

Source

Source(2):

• Scientific Literature
• FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book)