General Information of the Compound
Compound ID
CP0257372
Compound Name
US10005783, 14
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Synonyms
AKOS027338709
ARRY 470
ARRY-470
ARRY470
AS-35231
BDBM136597
CS-5722
GTPL8909
HY-12866
J3.628.138C
Larotrectinib
Larotrectinib [USAN:INN]
NYNZQNWKBKUAII-KBXCAEBGSA-N
PF9462I9HX
SCHEMBL2241012
UNII-PF9462I9HX
US8865698, 14
ZINC118399834
example 14 [US8865698 B2]
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Structure
Formula
C21H22F2N6O2
Molecular Weight
428.443
Canonical SMILES
O[C@H]1CCN(C1)C(=O)Nc1cnn2ccc(nc12)N1CCC[C@@H]1c1cc(F)ccc1F
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InChI
InChI=1S/C21H22F2N6O2/c22-13-3-4-16(23)15(10-13)18-2-1-7-28(18)19-6-9-29-20(26-19)17(11-24-29)25-21(31)27-8-5-14(30)12-27/h3-4,6,9-11,14,18,30H,1-2,5,7-8,12H2,(H,25,31)/t14-,18+/m0/s1
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InChIKey
NYNZQNWKBKUAII-KBXCAEBGSA-N
CAS
1223403-58-4
Physicochemical Property
logP
2.9475
Rotatable Bonds
3
Heavy Atom Count
31
Polar Areas
86
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
6
Complexity
31

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 46188928
SID: 96042437
ChEMBL ID
CHEMBL3889654
DrugBank ID
DB14723
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT00934, High affinity nerve growth factor receptor
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000077 Ba/F3
 Cell Line Info 
Mus musculus (Mouse)  3
1
GI50 = 29 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
2
GI50 = 602 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
3
GI50 = 1190 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
CL000013 Sf9
 Cell Line Info 
Spodoptera frugiperda (Fall armyworm)  1
1
IC50 = 2.6 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 0.4 nM
2 IC50 = 1.2 nM
3 IC50 = 1.31 nM
4 IC50 = 1.96 nM
5 IC50 = 2 nM
6 IC50 = 2.9 nM
7 IC50 = 5 nM
8 IC50 = 5.6 nM
9 IC50 = 6.5 nM
10 IC50 = 9.7 nM
11 IC50 = 32.2 nM
12 IC50 = 38.6 nM
13 IC50 = 43.1 nM
14 IC50 = 45 nM
15 IC50 = 69 nM
16 IC50 = 109.4 nM
17 IC50 = 140 nM
18 IC50 = 237.4 nM
19 IC50 = 272 nM
20 IC50 = 1214 nM
Clinical Information about the Compound
Drug 1 ( Larotrectinib )
Drug Name Larotrectinib
Company Loxo Oncology/Bayer
Indication
Solid tumour/cancer
Approved
Solid tumour/cancer
Approved
Solid tumour/cancer
Phase 1
Target(s)
NT-3 growth factor receptor (TrkC)
 Target Info 
Inhibitor
BDNF/NT-3 growth factors receptor (TrkB)
 Target Info 
Inhibitor
Tropomyosin-related kinase A (TrkA)
 Target Info 
Inhibitor