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Compound Detail

CHEMBL830

EFLORNITHINE
💊 Approved Drug
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💊 Approved Drug
NCCCC(N)(C(=O)O)C(F)F
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL830
Name EFLORNITHINE
Phase Approved
Structure Type MOL
InChI Key VLCYCQAOQCDTCN-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Eflornithine Eflornitina
6
Targets
21
Activities
3
Assay Types
14
PK Parameters
20
Publications
2
Known Names
20
Indications

Molecular Properties

182.2
MW (Da)
-0.23
ALogP
3
HBA
3
HBD
89.3
PSA (Ų)
0.55
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1990
Availability Prescription
Chirality Racemic

Routes of Administration

Oral Parenteral Topical
USAN Stem ef-
USAN Year 1986

Extended Properties

Molecular Formula C6H12F2N2O2
MW 182.17
Aromatic Rings 0
Heavy Atoms 12
NP-Likeness 0.78

Indications

Adenomatous Polyposis Coli Astrocytoma Colorectal Neoplasms Colorectal Neoplasms Leishmaniasis Neoplasms Precancerous Conditions Trypanosomiasis Urinary Bladder Neoplasms Diabetes Mellitus, Type 1 Esophageal Neoplasms Neuroblastoma Prostatic Neoplasms, Castration-Resistant Stomach Neoplasms Trypanosomiasis, African Uterine Cervical Neoplasms Carcinoma Glioblastoma Glioma Paraganglioma

ATC Classification

D11AX16
eflornithine
Level 1: DERMATOLOGICALS
Level 2: OTHER DERMATOLOGICAL PREPARATIONS
L01XX79
eflornithine
Level 1: ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
Level 2: ANTINEOPLASTIC AGENTS
P01CX03
eflornithine
Level 1: ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS
Level 2: ANTIPROTOZOALS

Activity Summary

IC50 11 meas. best 7.58
EC50 8 meas. best 4.94
Ki 2 meas. best 4.41

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 7.58 7.58 26.0 1
Trypanosoma brucei rhodesiense
CHEMBL612348
 IC50 5.42 5.42 3800.0 2
Trypanosoma brucei
CHEMBL612849
 IC50 5.08 4.62 8300.0 3
Trypanosoma brucei
CHEMBL612849
 EC50 4.94 4.8275 11500.0 4
Trypanosoma brucei brucei
CHEMBL612851
 EC50 4.88 4.8575 13300.0 4
Trypanosoma brucei brucei
CHEMBL612851
 IC50 4.64 4.5967 22900.0 3
Ornithine decarboxylase
CHEMBL3511
 Ki 4.41 4.41 39000.0 1
Leishmania donovani
CHEMBL367
 IC50 4.3 4.3 50000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 1.2 mL.min-1.kg-1 Rattus norvegicus
CL 1.2 mL.min-1.kg-1 Rattus norvegicus
CL 1.2 mL.min-1.kg-1 Rattus norvegicus
CL 1.2 mL.min-1.kg-1 Rattus norvegicus
F 62.3 % Rattus norvegicus
F 62.3 % Rattus norvegicus
F 62.3 % Rattus norvegicus
F 82.7 % Rattus norvegicus
Ka 14.5 micromol/min Rattus norvegicus
T1/2 0.25 hr -
Vd 0.446 L.kg-1 Rattus norvegicus
Vd 0.446 L.kg-1 Rattus norvegicus
Vd 0.446 L.kg-1 Rattus norvegicus
Vd 0.446 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
NON-PROTEIN TARGET IC50 = 26.0 nM 7.58 Antitrypanosomal activity against bloodstream form of Trypanosoma brucei brucei ... 27155468
Trypanosoma brucei rhodesiense IC50 = 3800.0 nM 5.42 Antitrypanosomal activity against bloodstream form of Trypanosoma brucei rhodesi... 29590751
Trypanosoma brucei rhodesiense IC50 = 3800.0 nM 5.42 Antiparasitic activity against Trypanosoma brucei rhodesiense STIB900 bloodstrea... 21353728
Trypanosoma brucei IC50 = 8300.0 nM 5.08 Antitrypanosomal activity against wild type Trypanosoma brucei bloodstream form ... 23031595
Trypanosoma brucei EC50 = 11500.0 nM 4.94 Antimicrobial activity against Trypanosoma brucei NfxR2 20439607
Trypanosoma brucei EC50 = 11900.0 nM 4.92 Antimicrobial activity against Trypanosoma brucei NfxR1 20439607
Trypanosoma brucei brucei EC50 = 13300.0 nM 4.88 Antitrypanosomal activity against bloodstream form Trypanosoma brucei brucei AnT... 32795774
Trypanosoma brucei brucei EC50 = 13300.0 nM 4.88 Antileishmanial activity against Trypanosoma brucei brucei AnTat 1.9 measured af... 32652409
Trypanosoma brucei brucei EC50 = 13300.0 nM 4.88 Antitrypanosomal activity against Trypanosoma brucei brucei AnTat 1.9 trypomasti... 32292551
Trypanosoma brucei brucei EC50 = 16400.0 nM 4.79 Antitrypanosomal activity against bloodstream form Trypanosoma brucei brucei Lis... 23597080
Trypanosoma brucei EC50 = 16400.0 nM 4.79 Antimicrobial activity against Trypanosoma brucei 20439607
Trypanosoma brucei EC50 = 22000.0 nM 4.66 Antitrypanosomal activity against Trypanosoma brucei 37729094
Trypanosoma brucei brucei IC50 = 22900.0 nM 4.64 Antitrypanosomal activity against Trypanosoma brucei brucei after 48 hrs 17239596
Trypanosoma brucei brucei IC50 = 22900.0 nM 4.64 Antitrypanosomal activity against Trypanosoma brucei brucei TC 221 after 24 hrs ... 20434817
Trypanosoma brucei IC50 = 28000.0 nM 4.55 Antimicrobial activity against trypamastigote stage of Trypanosoma brucei after ... 24980054
Trypanosoma brucei brucei IC50 = 30700.0 nM 4.51 Antitrypanosomal activity against Trypanosoma brucei brucei 19715342
Ornithine decarboxylase Ki = 39000.0 nM 4.41 The apparent dissociation constant for irreversible inhibition of rat liver orni... 6631913
Leishmania donovani IC50 = 50000.0 nM 4.3 Growth inhibition of wild type Leishmania donovani AG83 amastigotes in J774A.1 a... 17101681
Trypanosoma brucei IC50 = 59000.0 nM 4.23 Antiparasitic activity against Trypanosoma brucei assessed as growth inhibition 23445522

Literature References

PubMed DOI Target Context # Activities
1447731 10.1021/jm00101a002 B16 18
18519728 10.1128/aac.00050-08 Rattus norvegicus 15
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
29023124 10.1021/acs.jnatprod.7b00625 Leishmania donovani 6
20439607 10.1128/aac.00332-10 Trypanosoma brucei 5
27720295 10.1016/j.bmcl.2016.09.051 NON-PROTEIN TARGET 4
37468498 10.1038/s41467-023-40064-9 Nuclear receptor subfamily 1 group I member 2 3
20014752 10.1021/tx900326k Hepatotoxicity 3
19715342 10.1021/jm900629w Rhodesain 3
24980054 10.1016/j.bmcl.2014.06.030 Leishmania donovani 3
29023124 10.1021/acs.jnatprod.7b00625 Trypanosoma brucei 2
27720295 10.1016/j.bmcl.2016.09.051 HSP60/HSP10 2
17101681 10.1128/aac.01055-06 Leishmania donovani 2
29023124 10.1021/acs.jnatprod.7b00625 THP-1 2
20131843 10.1021/jm900946n Unchecked 2
6631913 10.1021/jm00365a002 ADMET 2
24980054 10.1016/j.bmcl.2014.06.030 Trypanosoma brucei 2
19715342 10.1021/jm900629w Cathepsin B 2

Data from ChEMBL 36 via Core Engine