Erythrosin B

ID: ALA2106219

Cas Number: 16423-68-0

PubChem CID: 12961638

Product Number: E108729, Order Now?

Max Phase: Preclinical

Molecular Formula: C20H6I4Na2O5

Molecular Weight: 835.89

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1OC2(c3ccccc31)c1cc(I)c([O-])c(I)c1Oc1c2cc(I)c([O-])c1I.[Na+].[Na+]

Standard InChI:  InChI=1S/C20H8I4O5.2Na/c21-11-5-9-17(13(23)15(11)25)28-18-10(6-12(22)16(26)14(18)24)20(9)8-4-2-1-3-7(8)19(27)29-20;;/h1-6,25-26H;;/q;2*+1/p-2

Standard InChI Key:  RAGZEDHHTPQLAI-UHFFFAOYSA-L

Molfile:  

     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
   -4.2458    0.5208    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
   -0.1083   -0.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8208    0.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6042    0.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8208    1.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6042    1.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5542   -0.7292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1083    1.4625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7333   -0.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5333    1.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3167    1.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3125   -1.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2458    1.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0292    1.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4875   -1.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3167   -0.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5333   -0.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2458    0.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0292    0.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9583    1.4625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7375    1.4625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7625   -2.2167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5333    2.2750    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    1.3167    2.2750    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9583   -0.1542    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    2.7375   -0.1542    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5333   -0.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0458   -2.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0958   -1.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8500   -1.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9542    1.1583    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
  3  2  1  0
  4  2  1  0
  5  3  2  0
  6  4  2  0
  7  2  1  0
  8  6  1  0
  9  2  1  0
 10  5  1  0
 11  6  1  0
 12  7  1  0
 13 18  1  0
 14 19  1  0
 15  9  2  0
 16  4  1  0
 17  3  1  0
 18 17  2  0
 19 16  2  0
 20 13  1  0
 21 14  1  0
 22 12  2  0
 23 10  1  0
 24 11  1  0
 25 18  1  0
 26 19  1  0
 27  9  1  0
 28 15  1  0
 29 27  2  0
 30 29  1  0
 15 12  1  0
  5  8  1  0
 28 30  2  0
 11 14  2  0
 10 13  2  0
M  CHG  4   1   1  20  -1  21  -1  31   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: 835.89

Molecular Weight (Monoisotopic): 835.6551

AlogP: 6.08

#Rotatable Bonds: ┄

Polar Surface Area: 75.99

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 6.50

CX Basic pKa: ┄

CX LogP: 7.60

CX LogD: 6.23

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.21

Np Likeness Score: 0.31

References

1. Stevens M, Abdeen S, Salim N, Ray AM, Washburn A, Chitre S, Sivinski J, Park Y, Hoang QQ, Chapman E, Johnson SM..  (2019)  HSP60/10 chaperonin systems are inhibited by a variety of approved drugs, natural products, and known bioactive molecules.,  29  (9): [PMID:30852084] [10.1016/j.bmcl.2019.02.028]

2. Stevens, Mckayla M and 10 more authors.  2019-05-01  HSP60/10 chaperonin systems are inhibited by a variety of approved drugs, natural products, and known bioactive molecules.  [PMID:30852084]

Source

Source(1):

• Scientific Literature