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Compound Detail

CHEMBL1201112

NELARABINE
💊 Approved Drug
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💊 Approved Drug
COc1nc(N)nc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@@H]1O

Basic Information

ChEMBL ID CHEMBL1201112
Name NELARABINE
Phase Approved
Structure Type MOL
InChI Key IXOXBSCIXZEQEQ-UHTZMRCNSA-N
Therapeutic ✓ Yes
Active Moiety CHEMBL1201369

Known Names

506U 506U78 Arranon Atriance Attriance GW-506U78 MAY Nelarabina Nelarabine Nelzarabine NSC-686673 NSC-755985 +1 more
3
Targets
4
Activities
1
Assay Types
4
PK Parameters
18
Publications
13
Known Names
16
Indications
1
Mechanisms

Molecular Properties

297.3
MW (Da)
-1.97
ALogP
10
HBA
4
HBD
148.8
PSA (Ų)
0.51
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2005
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Parenteral

Flags

Black Box Warning Natural Product Prodrug
USAN Stem -arabine
USAN Year 1997

Extended Properties

Molecular Formula C11H15N5O5
MW 297.27
Aromatic Rings 2
Heavy Atoms 21
NP-Likeness 0.87

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
DNA inhibitor INHIBITOR DNA

Indications

Leukemia-Lymphoma, Adult T-Cell Neoplasms Precursor T-Cell Lymphoblastic Leukemia-Lymphoma Precursor T-Cell Lymphoblastic Leukemia-Lymphoma Leukemia Precursor Cell Lymphoblastic Leukemia-Lymphoma Precursor Cell Lymphoblastic Leukemia-Lymphoma Leukemia, Biphenotypic, Acute Lymphoma Mycosis Fungoides Sezary Syndrome Leukemia, Lymphoid Multiple Myeloma Myelodysplastic Syndromes Myeloproliferative Disorders Neoplasms, Plasma Cell

ATC Classification

L01BB07
nelarabine
Level 1: ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
Level 2: ANTINEOPLASTIC AGENTS

Drug Warnings

Black Box Warning
neurotoxicity
Country: United States

Activity Summary

IC50 4 meas. best 7.17

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Jurkat
CHEMBL397
IC50 7.17 7.17 67.0 1
Unchecked
CHEMBL612545
IC50 7.17 7.17 67.0 2
CCRF-HSB-2
CHEMBL614541
IC50 7.17 7.17 67.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 81.0 mL.min-1.kg-1 Homo sapiens
Fu 0.8 - Homo sapiens
MRT 1.0 hr Homo sapiens
T1/2 0.5 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
18426954 10.1124/dmd.108.020479 ADMET 4
33540357 10.1016/j.ejmech.2021.113218 Unchecked 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
33540357 10.1016/j.ejmech.2021.113218 Jurkat 1
33540357 10.1016/j.ejmech.2021.113218 CCRF-HSB-2 1
- 10.1101/2020.04.21.054387 SARS-CoV-2 1
- 10.1101/2020.04.03.023846 SARS-CoV-2 1
23956101 10.1093/toxsci/kft176 ATP-binding cassette sub-family C member 4 1
23956101 10.1093/toxsci/kft176 ATP-binding cassette sub-family C member 3 1
23956101 10.1093/toxsci/kft176 ATP-binding cassette sub-family C member 2 1
23956101 10.1093/toxsci/kft176 Bile salt export pump 1
18426954 10.1124/dmd.108.020479 NON-PROTEIN TARGET 1

Data from ChEMBL 36 via Core Engine