Drug Details

General Information of the Drug (ID: DR8812)
Name
Lcotinib
Synonyms
Icotinib; 610798-31-7; Conmana; BPI-2009; N-(3-ethynylphenyl)-7,8,10,11,13,14-hexahydro-[1,4,7,10]tetraoxacyclododecino[2,3-g]quinazolin-4-amine; UNII-9G6U5L461Q; CHEMBL2087361; 9G6U5L461Q; N-(3-ethynylphenyl)-2,5,8,11-tetraoxa-15,17-diazatricyclo[10.8.0.014,19]icosa-1(12),13,15,17,19-pentaen-18-amine; Lcotinib; BPI2009; Icotinib(Lcotinib); icotinib,BPI-2009H; GTPL7641; SCHEMBL5843603; DTXSID20209952; EX-A306; HMS3651F12; 4-((3-ethynylphenyl)amino)-6,7-benzo-12-crown-4-quinazoline; BCP21716; 2468AH; BDBM50391089; HY-15164A; MFCD22124501; NSC800770; s2922; ZINC43207566; AKOS030231301; CCG-264757; DB11737; NSC-800770; SB16602; NCGC00386224-06; AC-32044; AK547890; AS-55948; DA-33567; N-(3-ethynylphenyl)-7H,8H,10H,11H,13H,14H-1,4,7,10-tetraoxacyclododeca[2,3-g]quinazolin-4-amine; FT-0701617; SW219698-1; D11251; Z-3130; Q16868421; (1,4,7,10)Tetraoxacyclododecino(2,3-g)quinazolin-4-amine, N-(3-ethynylphenyl)-7,8,10,11,13,14-hexahydro-; (3-Ethynyl-phenyl)(7,8,10,11,13,14-hexahydro-6,9,12,15-tetraoxa-1,3-diazacyclododeca[b]naphthalen-4-yl)-amine; N-(3-ethynylphenyl)-2,5,8,11-tetraoxa-15,17-diazatricyclo[10.8.0.0^{14,19]icosa-1(12),13,15,17,19-pentaen-18-amine
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Molecular Type
Small molecule
Disease Pulmonary hypertension [ICD-11: BB01] Investigative [1]
Structure
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2D MOL

3D MOL

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Formula
C22H21N3O4
PubChem CID
22024915
Canonical SMILES
C#CC1=CC(=CC=C1)NC2=NC=NC3=CC4=C(C=C32)OCCOCCOCCO4
InChI
1S/C22H21N3O4/c1-2-16-4-3-5-17(12-16)25-22-18-13-20-21(14-19(18)23-15-24-22)29-11-9-27-7-6-26-8-10-28-20/h1,3-5,12-15H,6-11H2,(H,23,24,25)
InChIKey
QQLKULDARVNMAL-UHFFFAOYSA-N
CAS Number
CAS 610798-31-7
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Natural Product(s) Able to Enhance the Efficacy of This Drug
          Bisdemethoxycurcumin      Curcumin     Click to Show/Hide the Molecular Data of This NP
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    In-vitro Model NCI-H460 CVCL_0459 Lung large cell carcinoma Homo sapiens
NCI-H1781 CVCL_1494 Lung adenocarcinoma Homo sapiens
                    Experimental
                    Result(s)		 Co-treatment with NAC attenuated the two drug combination-induced autophagy, apoptosis, DNA damage and decrease of cell migration and invasion ability.
          Triptolide      Tripterygium hypoglaucum     Click to Show/Hide the Molecular Data of This NP
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [3]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Molecule(s)
                    Regulation		 Down-regulation Phosphorylation AKT1  Molecule Info 
Pathway MAP
Up-regulation Expression BAX  Molecule Info 
Pathway MAP
Up-regulation Expression BCL-2  Molecule Info 
Pathway MAP
Down-regulation Phosphorylation EGFR  Molecule Info 
Pathway MAP
                    In-vitro Model NCI-H1975 CVCL_1511 Lung adenocarcinoma Homo sapiens
                    Experimental
                    Result(s)		 Combined treatment with triptolide and tyrosine kinase inhibitors synergistically enhances apoptosis in non-small cell lung cancer H1975 cells but not H1299 cells through EGFR/Akt pathway.
Target and Pathway
Target(s) Glutathione reductase (GR)  Molecule Info  [4]
BioCyc Glutathione redox reactions II Click to Show/Hide
2 Glutathione redox reactions I
KEGG Pathway Glutathione metabolism Click to Show/Hide
2 Thyroid hormone synthesis
Pathwhiz Pathway Glutamate Metabolism Click to Show/Hide
2 Glutathione Metabolism
WikiPathways Metapathway biotransformation Click to Show/Hide
2 Sulfation Biotransformation Reaction
3 Oxidative Stress
4 NRF2 pathway
5 Nuclear Receptors Meta-Pathway
6 Selenium Micronutrient Network
7 Glutathione metabolism
References
Reference 1 Icotinib Attenuates Monocrotaline-Induced Pulmonary Hypertension by Preventing Pulmonary Arterial Smooth Muscle Cell Dysfunction. Am J Hypertens. 2020 Aug 4;33(8):775-783.
Reference 2 Bisdemethoxycurcumin Enhances the Sensitivity of Non-small Cell Lung Cancer Cells to Icotinib via Dual Induction of Autophagy and Apoptosis. Int J Biol Sci. 2020 Mar 5;16(9):1536-1550.
Reference 3 Combined Treatment with Triptolide and Tyrosine Kinase Inhibitors Synergistically Enhances Apoptosis in Non-small Cell Lung Cancer H1975 Cells but Not H1299 Cells through EGFR/Akt Pathway. Chem Pharm Bull (Tokyo). 2019 Aug 1;67(8):864-871.
Reference 4 Effect of inhibition of glutathione reductase by carmustine on central nervous system oxygen toxicity. J Pharmacol Exp Ther. 1987 Jan;240(1):111-7.
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