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Compound Detail

CHEMBL55400

PROFLAVINE
🧪 Phase II
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🧪 Phase II
Nc1ccc2cc3ccc(N)cc3nc2c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL55400
Name PROFLAVINE
Phase Phase II
Structure Type MOL
InChI Key WDVSHHCDHLJJJR-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Proflavina Proflavine
10
Targets
25
Activities
3
Assay Types
0
PK Parameters
20
Publications
2
Known Names
5
Indications
1
Mechanisms

Molecular Properties

209.2
MW (Da)
2.55
ALogP
3
HBA
2
HBD
64.9
PSA (Ų)
0.44
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product
USAN Stem -vin-

Extended Properties

Molecular Formula C13H11N3
MW 209.25
Aromatic Rings 3
Heavy Atoms 16
NP-Likeness -0.44

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
DNA disrupting agent DISRUPTING AGENT DNA ✓ ✓

Indications

Barrett Esophagus Carcinoma, Squamous Cell Uterine Neoplasms Genital Neoplasms, Female Mouth Neoplasms

Activity Summary

IC50 20 meas. best 7.68
EC50 3 meas. best 7.19
Kd 2 meas.

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Middle East respiratory syndrome-related coronavirus
CHEMBL4296578
 IC50 7.68 7.68 21.0 1
SARS-CoV-2
CHEMBL4303835
 EC50 7.19 6.15 64.0 3
Unchecked
CHEMBL612545
 IC50 6.98 6.98 105.0 1
Leishmania infantum
CHEMBL612848
 IC50 6.92 6.405 120.0 2
Replicase polyprotein 1ab
CHEMBL4523582
 IC50 6.44 5.975 360.0 4
A2780
CHEMBL614004
 IC50 6.33 6.33 470.0 3
CHO
CHEMBL613853
 IC50 6.28 6.12 520.0 2
SK-MEL-2
CHEMBL614917
 IC50 5.8 5.54 1600.0 2
THP-1
CHEMBL614245
 IC50 5.66 5.66 2210.0 1
L1210
CHEMBL386
 IC50 5.57 5.57 2700.0 2
SARS-CoV-2
CHEMBL4303835
 IC50 4.56 4.56 27460.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Middle East respiratory syndrome-related coronavirus IC50 = 21.0 nM 7.68 Antiviral activity against MERS-CoV assessed as viral growth inhibition 35620927
SARS-CoV-2 EC50 = 64.0 nM 7.19 Antiviral activity against SARS-CoV-2 infected in African green monkey Vero cell... 35620927
SARS-CoV-2 EC50 = 86.0 nM 7.07 Antiviral activity against SARS-CoV-2 infected in human A549 cells expressing AC... 35620927
Unchecked IC50 = 105.0 nM 6.98 Antiviral activity against HCoV-OC43 assessed as viral growth inhibition 35620927
Leishmania infantum IC50 = 120.0 nM 6.92 Antiamastigote activity against Leishmania infantum 17418916
Replicase polyprotein 1ab IC50 = 360.0 nM 6.44 SARS-CoV-2 3CL-Pro protease inhibition IC50 determined by FRET kind of response ... -
A2780 IC50 = 470.0 nM 6.33 Cytotoxic potency required to inhibit A2780 cell growth by 50% after cell drug c... 9371240
A2780 IC50 = 470.0 nM 6.33 Concentration required to inhibit the cell growth by 50 % after 96 hr A2780 leuk... 7658436
A2780 IC50 = 470.0 nM 6.33 Compound was evaluated for cytotoxicity against A2780 cell lines. -
CHO IC50 = 520.0 nM 6.28 Phototoxicity in transformed CHO cells after 24 hrs of UV irradiation by WST1 as... 19217190
CHO IC50 = 1100.0 nM 5.96 Phototoxicity in transformed CHO cells after 24 hrs incubation in dark by WST1 a... 19217190
Leishmania infantum IC50 = 1300.0 nM 5.89 Antipromastigote activity against Leishmania infantum 17418916
Replicase polyprotein 1ab IC50 = 1460.0 nM 5.84 Inhibition of SARS-CoV-2 papain-like protease using ISG15-AMC as substrate 35620927
Replicase polyprotein 1ab IC50 = 1460.0 nM 5.84 Inhibition of SARS CoV-2 PL protease 39102360
SK-MEL-2 IC50 = 1600.0 nM 5.8 Cytotoxicity against human SK-MEL-2 cells expressing NRAS mutant assessed as cel... 36961300
Replicase polyprotein 1ab IC50 = 1660.0 nM 5.78 Inhibition of SARS-CoV-2 papain-like protease using RLRGG-AMC as substrate 35620927
THP-1 IC50 = 2210.0 nM 5.66 Cytotoxicity against human THP1 cells 17418916
L1210 IC50 = 2700.0 nM 5.57 Cytotoxic potency required to inhibit L1210 cell growth by 50% after cell drug c... 9371240
L1210 IC50 = 2700.0 nM 5.57 Concentration required to inhibit the cell growth by 50 % after 48 hr in L1210 l... 7658436
SK-MEL-2 IC50 = 5310.0 nM 5.28 Cytotoxicity against human SK-MEL-2 cells assessed as cell growth inhibition inc... 36961300

Literature References

PubMed DOI Target Context # Activities
6737429 10.1021/jm00373a010 Trypanosoma brucei 10
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 4
25158031 10.1021/jm5008006 Unchecked 4
- 10.6019/CHEMBL4651402 SARS-CoV-2 4
7658436 10.1021/jm00018a009 Nucleic Acid 4
27933946 10.1021/acs.jmedchem.6b01110 Unchecked 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
9371240 10.1021/jm970114u Calf thymus DNA 3
15177454 10.1016/j.bmcl.2004.04.055 Unchecked 3
7658436 10.1021/jm00018a009 Calf thymus DNA 3
22497334 10.1021/jm300296f Nucleic Acid 3
18591276 10.1128/aac.00475-08 Escherichia coli 3
22483632 10.1016/j.ejmech.2012.03.008 Escherichia coli 2
19217190 10.1016/j.ejmech.2009.01.010 CHO 2
17418916 10.1016/j.ejmech.2007.02.010 Unchecked 2
15177454 10.1016/j.bmcl.2004.04.055 Telomerase reverse transcriptase 2
- 10.1016/0960-894X(96)00130-8 ADMET 2
1495008 10.1021/jm00093a005 Human immunodeficiency virus 1 2
19217190 10.1016/j.ejmech.2009.01.010 CHO-K1 2
2362268 10.1021/jm00169a014 CHO 2

Data from ChEMBL 36 via Core Engine