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Compound Detail

CHEMBL3889654

LAROTRECTINIB
💊 Approved Drug
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💊 Approved Drug
O=C(Nc1cnn2ccc(N3CCC[C@@H]3c3cc(F)ccc3F)nc12)N1CC[C@H](O)C1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3889654
Name LAROTRECTINIB
Phase Approved
Structure Type MOL
InChI Key NYNZQNWKBKUAII-KBXCAEBGSA-N
Therapeutic ✓ Yes

Known Names

ARRY-470 BAY-2757556 BAY2757556 Larotrectinib Loxo-101
9
Targets
183
Activities
1
Assay Types
1
PK Parameters
20
Publications
5
Known Names
4
Indications
1
Mechanisms

Molecular Properties

428.4
MW (Da)
2.95
ALogP
6
HBA
2
HBD
86.0
PSA (Ų)
0.67
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2018
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

First in Class Chemical Probe
USAN Stem -tinib
USAN Year 2016

Extended Properties

Molecular Formula C21H22F2N6O2
MW 428.44
Aromatic Rings 3
Heavy Atoms 31
NP-Likeness -1.76

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Neurotrophic tyrosine kinase receptor inhibitor INHIBITOR Neurotrophic tyrosine kinase receptor ✓ ✓

Indications

Neoplasms Multiple Myeloma Thyroid Neoplasms Diffuse Intrinsic Pontine Glioma

ATC Classification

L01EX12
larotrectinib
Level 1: ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
Level 2: ANTINEOPLASTIC AGENTS

Activity Summary

IC50 183 meas. best 9.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
NT-3 growth factor receptor
CHEMBL5608
 IC50 9.7 8.595 0.2 26
BDNF/NT-3 growth factors receptor
CHEMBL4898
 IC50 9.48 8.6238 0.3 21
High affinity nerve growth factor receptor
CHEMBL2815
 IC50 9.4 7.9821 0.4 66
BaF3
CHEMBL614524
 IC50 9.0 6.9869 1.0 49
Unchecked
CHEMBL612545
 IC50 8.35 7.5114 4.5 14
KM12
CHEMBL614709
 IC50 8.3 7.2525 5.0 4
Activated CDC42 kinase 1
CHEMBL4599
 IC50 6.24 6.24 576.0 1
Sphingomyelin phosphodiesterase 3
CHEMBL4523470
 IC50 5.58 5.58 2600.0 1
EKVX
CHEMBL614487
 IC50 5.13 5.13 7330.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 6.09 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
NT-3 growth factor receptor IC50 = 0.2 nM 9.7 Inhibition of TRKC (unknown origin) using TK as substrate in presence of ATP inc... 36760745
NT-3 growth factor receptor IC50 = 0.29 nM 9.54 Kinase Inhibition: Kinase assay: After the buffer was prepared, the enzyme was m... -
NT-3 growth factor receptor IC50 = 0.29 nM 9.54 Kinase Inhibition: Kinase assay: After the buffer was prepared, the enzyme was m... -
NT-3 growth factor receptor IC50 = 0.32 nM 9.49 Kinase Inhibition: Kinase assay: After the buffer was prepared, the enzyme was m... -
BDNF/NT-3 growth factors receptor IC50 = 0.33 nM 9.48 Kinase Inhibition: Kinase assay: After the buffer was prepared, the enzyme was m... -
High affinity nerve growth factor receptor IC50 = 0.4 nM 9.4 Inhibition of wild type TRKA (unknown origin) using TK-sub-biotin peptide as sub... 35961071
BDNF/NT-3 growth factors receptor IC50 = 0.4 nM 9.4 Kinase Inhibition: Kinase assay: After the buffer was prepared, the enzyme was m... -
NT-3 growth factor receptor IC50 = 0.41 nM 9.39 Kinase Inhibition: Kinase assay: After the buffer was prepared, the enzyme was m... -
NT-3 growth factor receptor IC50 = 0.44 nM 9.36 Kinase Inhibition: Kinase assay: After the buffer was prepared, the enzyme was m... -
NT-3 growth factor receptor IC50 = 0.45 nM 9.35 Kinase Inhibition: Kinase assay: After the buffer was prepared, the enzyme was m... -
BDNF/NT-3 growth factors receptor IC50 = 0.46 nM 9.34 Kinase Inhibition: Kinase assay: After the buffer was prepared, the enzyme was m... -
BDNF/NT-3 growth factors receptor IC50 = 0.46 nM 9.34 Kinase Inhibition: Kinase assay: After the buffer was prepared, the enzyme was m... -
BDNF/NT-3 growth factors receptor IC50 = 0.54 nM 9.27 Kinase Inhibition: Kinase assay: After the buffer was prepared, the enzyme was m... -
BDNF/NT-3 growth factors receptor IC50 = 0.63 nM 9.2 Kinase Inhibition: Kinase assay: After the buffer was prepared, the enzyme was m... -
High affinity nerve growth factor receptor IC50 = 0.73 nM 9.14 Kinase Inhibition: Kinase assay: After the buffer was prepared, the enzyme was m... -
High affinity nerve growth factor receptor IC50 = 0.82 nM 9.09 Kinase Inhibition: Kinase assay: After the buffer was prepared, the enzyme was m... -
High affinity nerve growth factor receptor IC50 = 0.86 nM 9.07 Kinase Inhibition: Kinase assay: After the buffer was prepared, the enzyme was m... -
High affinity nerve growth factor receptor IC50 = 0.9 nM 9.05 Inhibition of N-terminal 6His-tagged wild type TRKA (486 to 786 residues) (unkno... 28578312
High affinity nerve growth factor receptor IC50 = 0.9 nM 9.05 Inhibition of His-tagged human recombinant wild type TRKA 38389874
High affinity nerve growth factor receptor IC50 = 0.9 nM 9.05 Kinase Inhibition: Kinase assay: After the buffer was prepared, the enzyme was m... -

Literature References

PubMed DOI Target Context # Activities
35426680 10.1021/acs.jmedchem.2c00308 BaF3 13
36410169 10.1016/j.ejmech.2022.114899 BaF3 13
28578312 10.1158/2159-8290.cd-17-0507 Unchecked 13
35080890 10.1021/acs.jmedchem.1c01597 BaF3 10
32702585 10.1016/j.ejmech.2020.112552 BaF3 9
38389874 10.1039/d3md00457k NIH3T3 9
28578312 10.1158/2159-8290.cd-17-0507 High affinity nerve growth factor receptor 8
32949955 10.1016/j.ejmech.2020.112744 High affinity nerve growth factor receptor 7
32949955 10.1016/j.ejmech.2020.112744 Unchecked 5
35486994 10.1016/j.ejmech.2022.114406 High affinity nerve growth factor receptor 4
35007864 10.1016/j.ejmech.2021.114096 High affinity nerve growth factor receptor 4
38389874 10.1039/d3md00457k BaF3 4
34668694 10.1021/acs.jmedchem.1c01539 High affinity nerve growth factor receptor 4
28578312 10.1158/2159-8290.cd-17-0507 ADMET 4
38271867 10.1016/j.bmc.2024.117608 BaF3 4
32949955 10.1016/j.ejmech.2020.112744 BaF3 3
37536209 10.1016/j.ejmech.2023.115674 Unchecked 3
38271867 10.1016/j.bmc.2024.117608 High affinity nerve growth factor receptor 3
35426680 10.1021/acs.jmedchem.2c00308 High affinity nerve growth factor receptor 3
34628036 10.1016/j.bmcl.2021.128409 High affinity nerve growth factor receptor 3

Data from ChEMBL 36 via Core Engine