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Compound Detail

CHEMBL1534

RIBOFLAVIN
💊 Approved Drug
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💊 Approved Drug
Cc1cc2nc3c(=O)[nH]c(=O)nc-3n(C[C@H](O)[C@H](O)[C@H](O)CO)c2cc1C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1534
Name RIBOFLAVIN
Phase Approved
Structure Type MOL
InChI Key AUNGANRZJHBGPY-SCRDCRAPSA-N

Known Names

Bisulase C.i. 50900 C.i. food yellow 15 E-101(iii) E-b2 E101 Freeda INS NO. 101(I) Ins no.101(iii) Ins-101(iii) Lacto-flavin NCI-0033298 +13 more
4
Targets
9
Activities
4
Assay Types
0
PK Parameters
20
Publications
25
Known Names
20
Indications

Molecular Properties

376.4
MW (Da)
-1.72
ALogP
9
HBA
5
HBD
161.6
PSA (Ų)
0.33
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1993
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Parenteral

Flags

Natural Product

Extended Properties

Molecular Formula C17H20N4O6
MW 376.37
Aromatic Rings 1
Heavy Atoms 27
NP-Likeness 0.07

Indications

Anemia Anemia, Iron-Deficiency Eye Diseases Folic Acid Deficiency Kidney Failure, Chronic Diabetic Neuropathies Hematologic Diseases Keratoconus Stroke Acidosis, Lactic Brain Concussion Chronic Pain Heart Failure Myocardial Infarction Myopia Psoriasis Refractive Errors Refractive Errors Corneal Ulcer Hyperopia

ATC Classification

A11HA04
riboflavin (vit B2)
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: VITAMINS
S01XA26
riboflavin
Level 1: SENSORY ORGANS
Level 2: OPHTHALMOLOGICALS

Activity Summary

Kd 4 meas. best 8.3
IC50 3 meas. best 5.06
EC50 1 meas.
Ki 1 meas. best 6.46

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Riboflavin-binding protein
CHEMBL1944489
 Kd 8.3 7.8225 5.0 4
Riboflavin-binding protein
CHEMBL1944489
 Ki 6.46 6.46 350.0 1
Thiosulfate sulfurtransferase
CHEMBL4295835
 IC50 5.06 5.06 8800.0 1
GroEL/GroES
CHEMBL4106139
 IC50 4.75 4.75 18000.0 1
HAT1/Rbap46
CHEMBL5465253
 IC50 4.7 4.7 20000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Riboflavin-binding protein Kd = 5.0 nM 8.3 Binding affinity to chicken riboflavin binding protein assessed as dissociation ... 21686082
Riboflavin-binding protein Kd = 6.6 nM 8.18 Binding affinity to chicken riboflavin binding protein assessed as dissociation ... 21686082
Riboflavin-binding protein Kd = 34.0 nM 7.47 Binding affinity to chicken riboflavin binding protein assessed as dissociation ... 21686082
Riboflavin-binding protein Kd = 46.0 nM 7.34 Binding affinity to chicken riboflavin binding protein assessed as dissociation ... 21686082
Riboflavin-binding protein Ki = 350.0 nM 6.46 Competitive inhibition of chicken riboflavin binding protein by surface plasmon ... 21686082
Thiosulfate sulfurtransferase IC50 = 8800.0 nM 5.06 Inhibition of native rhodanese (unknown origin) assessed as reduction in rhodane... 30852084
GroEL/GroES IC50 = 18000.0 nM 4.75 Inhibition of Escherichia coli GroEL expressed in Escherichia coli DH5alpha/Esch... 30852084
HAT1/Rbap46 IC50 = 20000.0 nM 4.7 Inhibition of C-terminal FLAG tagged full length human HAT1/Rbap46 transfected i... 37027002

Literature References

PubMed DOI Target Context # Activities
- 10.1016/j.cropro.2007.02.012 Cenchrus americanus 20
36410876 10.1021/acs.jmedchem.2c01262 A-375 15
36410876 10.1021/acs.jmedchem.2c01262 ADMET 11
36410876 10.1021/acs.jmedchem.2c01262 Unchecked 6
21686082 10.1021/ml100296z Riboflavin-binding protein 5
30852084 10.1016/j.bmcl.2019.02.028 GroEL/GroES 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
- 10.6019/CHEMBL4651402 SARS-CoV-2 4
- 10.1039/C3MD00149K NON-PROTEIN TARGET 4
20014752 10.1021/tx900326k Hepatotoxicity 3
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
37858620 10.1016/j.bmcl.2023.129529 Riboflavin-binding protein 2
- 10.6019/CHEMBL4651402 Vero C1008 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B3 1
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B1 1
17629592 10.1016/j.ejmech.2007.05.007 No relevant target 1
20020916 10.1080/15376510701857262 Phospholipidosis 1
17911242 10.1073/pnas.0708036104 Androgen receptor 1

Data from ChEMBL 36 via Core Engine