AFATINIB

Search structure
Synonyms:
Status: Approved (2013)
Entry Type: Small molecule
Molecule Category: UNKNOWN
ATC: L01EB03
UNII: 41UD74L59M

Structure
InChI Key ULXXDDBFHOBEHA-CWDCEQMOSA-N
Smile CN(C)C/C=C/C(=O)Nc1cc2c(Nc3ccc(F)c(Cl)c3)ncnc2cc1O[C@H]1CCOC1
InChI
InChI=1S/C24H25ClFN5O3/c1-31(2)8-3-4-23(32)30-21-11-17-20(12-22(21)34-16-7-9-33-13-16)27-14-28-24(17)29-15-5-6-19(26)18(25)10-15/h3-6,10-12,14,16H,7-9,13H2,1-2H3,(H,30,32)(H,27,28,29)/b4-3+/t16-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C24H25ClFN5O3
Molecular Weight 485.95
AlogP 4.39
Hydrogen Bond Acceptor 7.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 8.0
Polar Surface Area 88.61
Molecular species BASE
Aromatic Rings 3.0
Heavy Atoms 34.0

Pharmacology

Primary Target
epidermal growth factor receptor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Kinase Protein Kinase AGC protein kinase group AGC protein kinase DMPK family AGC protein kinase CRIK subfamily
- - 2900 - -
Enzyme Kinase Protein Kinase AGC protein kinase group AGC protein kinase RSK family AGC protein kinase RSK subfamily
- - 3100 - -
Enzyme Kinase Protein Kinase CAMK protein kinase group CAMK protein kinase DAPK family
- - 2300 - -
Enzyme Kinase Protein Kinase CAMK protein kinase group CAMK protein kinase MAPKAPK family CAMK protein kinase MNK subfamily
- - 1600 - -
Enzyme Kinase Protein Kinase CAMK protein kinase group CAMK protein kinase PHk family
- - 1300 - -
Enzyme Kinase Protein Kinase CAMK protein kinase group CAMK protein kinase RSKb family CAMK protein kinase RSKb subfamily
- - 3100 - -
Enzyme Kinase Protein Kinase CK1 protein kinase group CK1 protein kinase CK1 family
- - 1300 - -
Enzyme Kinase Protein Kinase CMGC protein kinase group CMGC protein kinase DYRK family CMGC protein kinase Dyrk1 subfamily
- - 2800 - -
Enzyme Kinase Protein Kinase CMGC protein kinase group CMGC protein kinase DYRK family CMGC protein kinase Dyrk2 subfamily
- - 1800 - -
Enzyme Kinase Protein Kinase CMGC protein kinase group CMGC protein kinase DYRK family CMGC protein kinase HIPK subfamily
- - 360 - -
Enzyme Kinase Protein Kinase CMGC protein kinase group CMGC protein kinase MAPK family CMGC protein kinase JNK subfamily
- - 2000 - -
Enzyme Kinase Protein Kinase CMGC protein kinase group CMGC protein kinase MAPK family CMGC protein kinase p38 subfamily
- - 1300 - -
Enzyme Kinase Protein Kinase Other protein kinase group Other protein kinase NAK family
- - 79-79 - -
Enzyme Kinase Protein Kinase Other protein kinase group Other protein kinase NKF1 family
- - 4800 - -
Enzyme Kinase Protein Kinase STE protein kinase group STE protein kinase STE20 family STE protein kinase SLK subfamily
- - 3700 - -
Enzyme Kinase Protein Kinase STE protein kinase group STE protein kinase STE7 family
- - 1300 - -
Enzyme Kinase Protein Kinase TKL protein kinase group TKL protein kinase IRAK family
- - 240 - -
Enzyme Kinase Protein Kinase TKL protein kinase group TKL protein kinase RIPK family
- - 2700 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Abl family
- - 230-2900 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Axl family
- - 5300 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase EGFR family
- 0-1401 0-1 - 85-100
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Eph family
- - 340 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Met family
- - 2200-6000 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase PDGFR family
- - 1400-6200 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Src family
- - 1400 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Tec family
- - 3100 - -
Membrane receptor
- - 3100 - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Neoplasms 4 D009369 ClinicalTrials
Neoplasms 4 D009369 ClinicalTrials
Carcinoma, Squamous Cell 3 D002294 ClinicalTrials
Carcinoma, Non-Small-Cell Lung 3 D002289 ClinicalTrials
Breast Neoplasms 3 D001943 ClinicalTrials
Head and Neck Neoplasms 3 D006258 ClinicalTrials
Carcinoma, Squamous Cell 3 D002294 ClinicalTrials
Breast Neoplasms 3 D001943 ClinicalTrials
Lung Neoplasms 2 D008175 ClinicalTrials
Glioma 2 D005910 ClinicalTrials
Prostatic Neoplasms 2 D011471 ClinicalTrials
Small Cell Lung Carcinoma 2 D055752 ClinicalTrials
Uterine Neoplasms 2 D014594 ClinicalTrials
Urogenital Neoplasms 2 D014565 ClinicalTrials
Colorectal Neoplasms 2 D015179 ClinicalTrials
Chordoma 2 D002817 ClinicalTrials
Esophageal Neoplasms 2 D004938 ClinicalTrials
Gallbladder Neoplasms 2 D005706 ClinicalTrials
Lung Neoplasms 2 D008175 ClinicalTrials
Pancreatic Neoplasms 1 D010190 ClinicalTrials
Liver Diseases 1 D008107 ClinicalTrials
Renal Insufficiency 1 D051437 ClinicalTrials
Brain Neoplasms 1 D001932 ClinicalTrials
Endometriosis 1 D004715 ClinicalTrials
Glioblastoma 1 D005909 ClinicalTrials
Neoplasm Metastasis 1 D009362 ClinicalTrials

Related Entries

MCS

Scaffolds

Cross References

Resources Reference
CAS NUMBER 850140-72-6
ChEBI 61390
ChEMBL CHEMBL1173655
DrugBank DB08916
DrugCentral 4318
EPA CompTox DTXSID20893451
FDA SRS 41UD74L59M
Guide to Pharmacology 5667
PDB 0WM
PharmGKB PA165981154
PubChem 10184653
SureChEMBL SCHEMBL185621
ZINC ZINC000003976838
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