Compound: Erlotinib
SMILES: O(c1c(OCCOC)cc2c(ncnc2c1)Nc3cc(C#C)ccc3)CCOC
InChIKey: AAKJLRGGTJKAMG-UHFFFAOYSA-N
Synonyms: Erlotinib, 183321-74-6, N-(3-Ethynylphenyl)-6,7-bis(2-methoxyethoxy)quinazolin-4-amine, 4-Quinazolinamine, N-(3-ethynylphenyl)-6,7-bis(2-methoxyethoxy)-, erlotinibum, J4T82NDH7E, DTXSID8046454, R-1415, RG-1415, DTXCID6026454, CP-35877401, CHEBI:114785, [6,7-Bis-(2-methoxy-ethoxy)-quinazolin-4-yl]-(3-ethynyl-phenyl)-amine, (6,7-Bis-(2-methoxy-ethoxy)-quinazolin-4-yl)-(3-ethynyl-phenyl)-amine, RefChem:5799, L01XE03, N-(3-Ethynylphenyl)-6,7-bis(2-methoxyethoxy)-4-quinazolinamine, Erlotinib free base, 4-[(3-Ethynylphenyl)amino]-6,7-bis(2-methoxyethoxy)quinazoline, Erlotinib Base, Erlotinib [INN], MFCD02089651, Erlotinib, Free Base, CHEMBL553, [6,7-BIS(2-METHOXY-ETHOXY)QUINAZOLINE-4-YL]-(3-ETHYNYLPHENYL)AMINE, Erlotinib (INN), s7786, NCGC00164574-01, R 1415, Erlotinib(Tarceva), 1429636-49-6, CAS-183321-74-6, Erlotinib [INN:BAN], SR-05000001460, 183321-74-6 (free base), UNII-J4T82NDH7E, Erotinib, HSDB 8082, OSI 744, nchembio866-comp3, Erlotinib free base?, Erlotinib (Standard), Kinome_3317, ERLOTINIB [MI], ERLOTINIB [VANDF], Erlotinib hydrochloride CRS, ERLOTINIB [WHO-DD], SCHEMBL8413, ERLOTINIB [EMA EPAR], Erlotinib HCL Intermediate 3, BDBM5446, cid_176870, GTPL4920, orb1310678, SCHEMBL29351329, SCHEMBL30362833, AAKJLRGGTJKAMG-UHFFFAOYSA-N, HMS2089F05, HMS3244M19, HMS3244M20, HMS3244N19, HMS3295A19, HMS3713C22, HMS3745M05, HMS5085P20, MSK10717, Tox21_112202, AC-399, EBC-00690, HY-50896R, NSC800097, STK623143, AKOS000282911, Tox21_112202_1, CCG-220420, CS-0620, DB00530, NSC-800097, Ro-508231, SB16916, SDCCGSBI-0634409.P005, NCGC00164574-03, NCGC00164574-05, NCGC00164574-06, NCGC00164574-14, NCGC00164574-25, AS-35132, BCB03_000783, BE164419, BP-43654, HY-50896, SY028059, NS00006169, D07907, EN300-708808, K00241, AB01273955-01, AB01273955-02, AB01273955-03, F050702, Q418369, SR-05000001460-1, SR-05000001460-2, SR-05000001460-3, SR-05000001460-6, BRD-K70401845-001-15-7, BRD-K70401845-003-04-7, BRD-K70401845-003-09-6, Z2588038919
Theoretical properties:
molecular_formula: C22H23N3O4
molecular_weight: 393.4 g/mol
exact_mass: 393.16885622 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 7
rotatable_bond_count: 11
heavy_atom_count: 29
topological_polar_surface_area: 74.7 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
solubility: Very slightly soluble (hydrochloride salt - maximal solubility of approximately 0.4 mg/mL occurs at a pH of approximately 2)
Descriptions:
pubchem: Erlotinib is a quinazoline compound having a (3-ethynylphenyl)amino group at the 4-position and two 2-methoxyethoxy groups at the 6- and 7-positions. It has a role as an antineoplastic agent, a protein kinase inhibitor and an epidermal growth factor receptor antagonist. It is an aromatic ether, a member of quinazolines, a secondary amino compound and a terminal acetylenic compound.
chebi: A quinazoline compound having a (3-ethynylphenyl)amino group at the 4-position and two 2-methoxyethoxy groups at the 6- and 7-positions.
chembl: ERLOTINIB is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Erlotinib, sold under the brand name Tarceva among others, is a medication used to treat non-small cell lung cancer (NSCLC) and pancreatic cancer. Specifically it is used for NSCLC with mutations in the epidermal growth factor receptor (EGFR) — either an exon 19 deletion (del19) or exon 21 (L858R) substitution mutation — which has spread to other parts of the body. It is taken by mouth.
Common side effects include rash, diarrhea, muscle pain, joint pain, and cough. Serious side effects may include lung problems, kidney problems, liver failure, gastrointestinal perforation, stroke, and corneal ulceration. Use in pregnancy may harm the baby. It is a receptor tyrosine kinase inhibitor, which acts on the epidermal growth factor receptor (EGFR).
Erlotinib was approved for medical use in the United States in 2004. It is on the World Health Organization's List of Essential Medicines.