| Trade Names: | |
| Synonyms: | |
| Status: | Approved (1992) |
| Entry Type: | Small molecule |
| Molecule Category: | Parent |
| ATC: | L01CD01 |
| UNII: | P88XT4IS4D |
Structure
| InChI Key | RCINICONZNJXQF-MZXODVADSA-N |
|---|---|
| Smile | |
| InChI |
|
Physicochemical Descriptors
| Property Name | Value |
|---|---|
| Molecular Formula | C47H51NO14 |
| Molecular Weight | 853.92 |
| AlogP | 3.74 |
| Hydrogen Bond Acceptor | 14.0 |
| Hydrogen Bond Donor | 4.0 |
| Number of Rotational Bond | 10.0 |
| Polar Surface Area | 221.29 |
| Molecular species | NEUTRAL |
| Aromatic Rings | 3.0 |
| Heavy Atoms | 62.0 |
Pharmacology
| Primary Target | |
|---|---|
| tubulin beta class I |
| Targets | EC50(nM) | IC50(nM) | Kd(nM) | Ki(nM) | Inhibition(%) | |
|---|---|---|---|---|---|---|
|
Enzyme
Cytochrome P450
Cytochrome P450 family 2
Cytochrome P450 family 2C
Cytochrome P450 2C8
|
- | - | - | - | 81 | |
|
Enzyme
Hydrolase
|
- | - | - | - | 13 | |
|
Enzyme
Kinase
Protein Kinase
TK protein kinase group
Tyrosine protein kinase Axl family
|
- | 4900 | - | - | - | |
|
Enzyme
Protease
Metallo protease
Metallo protease MAE clan
Metallo protease M27 family
|
- | 5200 | - | - | 85 | |
|
Membrane receptor
|
- | 34 | - | - | - | |
|
Structural protein
|
31-1230 | 8-9 | - | - | 157 | |
|
Transporter
Electrochemical transporter
SLC superfamily of solute carriers
SLC21/SLCO family of organic anion transporting polypeptides
|
- | 260 | - | 1800 | 16-88 | |
|
Transporter
Electrochemical transporter
SLC superfamily of solute carriers
SLC22 family of organic cation and anion transporters
|
- | - | - | - | 7 | |
|
Transporter
Primary active transporter
ATP-binding cassette
ABCB subfamily
|
- | 15000-24400 | - | - | - | |
|
Unclassified protein
|
- | 56000 | - | - | 93-96 |
Metabolites
Indications
| Mesh Heading | Maximum Phase | Mesh ID | Reference |
|---|---|---|---|
| Neoplasms | 4 | D009369 | ClinicalTrials |
| Breast Neoplasms | 4 | D001943 | ClinicalTrials |
| Carcinoma | 4 | D002277 | ClinicalTrials |
| Breast Neoplasms | 4 | D001943 | ClinicalTrials |
| Carcinoma, Squamous Cell | 3 | D002294 | ClinicalTrials |
| Sarcoma, Kaposi | 3 | D012514 | ClinicalTrials |
| Pancreatic Neoplasms | 3 | D010190 | ClinicalTrials |
| Esophageal Neoplasms | 3 | D004938 | ClinicalTrials |
| Uterine Neoplasms | 3 | D014594 | ClinicalTrials |
| HIV Infections | 3 | D015658 | ClinicalTrials |
| Stomach Neoplasms | 3 | D013274 | ClinicalTrials |
| Stomach Neoplasms | 3 | D013274 | ClinicalTrials |
| Melanoma | 3 | D008545 | ClinicalTrials |
| Melanoma | 3 | D008545 | ClinicalTrials |
| Uterine Cervical Neoplasms | 3 | D002583 | ClinicalTrials |
| Ovarian Neoplasms | 3 | D010051 | ClinicalTrials |
| Carcinoma, Squamous Cell | 3 | D002294 | ClinicalTrials |
| Carcinoma, Squamous Cell | 3 | D002294 | ClinicalTrials |
| Breast Neoplasms, Male | 3 | D018567 | ClinicalTrials |
| Melanoma | 3 | D008545 | ClinicalTrials |
| Urinary Bladder Neoplasms | 3 | D001749 | ClinicalTrials |
| Endometrial Neoplasms | 3 | D016889 | ClinicalTrials |
| Peritoneal Neoplasms | 3 | D010534 | ClinicalTrials |
| Sarcoma | 3 | D012509 | ClinicalTrials |
| Peripheral Arterial Disease | 3 | D058729 | ClinicalTrials |
| Pancreatic Neoplasms | 3 | D010190 | ClinicalTrials |
| Urinary Bladder Neoplasms | 3 | D001749 | ClinicalTrials |
| Ischemia | 3 | D007511 | ClinicalTrials |
| HIV Infections | 3 | D015658 | ClinicalTrials |
| Uterine Cervical Neoplasms | 3 | D002583 | ClinicalTrials |
| Carcinoma, Pancreatic Ductal | 3 | D021441 | ClinicalTrials |
| Carcinoma, Large Cell | 3 | D018287 | ClinicalTrials |
| Hypersensitivity | 3 | D006967 | ClinicalTrials |
| Urogenital Neoplasms | 3 | D014565 | ClinicalTrials |
| Ovarian Neoplasms | 3 | D010051 | ClinicalTrials |
| Stomach Neoplasms | 3 | D013274 | ClinicalTrials |
| Nasopharyngeal Neoplasms | 3 | D009303 | ClinicalTrials |
| Testicular Neoplasms | 3 | D013736 | ClinicalTrials |
| Head and Neck Neoplasms | 3 | D006258 | ClinicalTrials |
| Testicular Neoplasms | 3 | D013736 | ClinicalTrials |
| Triple Negative Breast Neoplasms | 3 | D064726 | ClinicalTrials |
| Esophageal Neoplasms | 3 | D004938 | ClinicalTrials |
| Lymphoma, Non-Hodgkin | 3 | D008228 | ClinicalTrials |
| Head and Neck Neoplasms | 3 | D006258 | ClinicalTrials |
| Sex Cord-Gonadal Stromal Tumors | 3 | D018312 | ClinicalTrials |
| Fallopian Tube Neoplasms | 3 | D005185 | ClinicalTrials |
| Inflammatory Breast Neoplasms | 3 | D058922 | ClinicalTrials |
| Endometrial Neoplasms | 3 | D016889 | ClinicalTrials |
| Sarcoma | 3 | D012509 | ClinicalTrials |
| Ovarian Neoplasms | 3 | D010051 | ClinicalTrials |
| Gestational Trophoblastic Disease | 3 | D031901 | ClinicalTrials |
| Carcinoma, Endometrioid | 3 | D018269 | ClinicalTrials |
| Adenocarcinoma of Lung | 3 | D000077192 | ClinicalTrials |
| Peripheral Nervous System Diseases | 3 | D010523 | ClinicalTrials |
| Urinary Bladder Neoplasms | 3 | D001749 | ClinicalTrials |
| Neoplasm Metastasis | 3 | D009362 | ClinicalTrials |
| Retroviridae Infections | 3 | D012192 | ClinicalTrials |
| Pain | 3 | D010146 | ClinicalTrials |
| Peripheral Nervous System Diseases | 3 | D010523 | ClinicalTrials |
| Stomach Neoplasms | 3 | D013274 | ClinicalTrials |
| Urinary Bladder Neoplasms | 3 | D001749 | ClinicalTrials |
| Peritoneal Neoplasms | 3 | D010534 | ClinicalTrials |
| Thyroid Neoplasms | 3 | D013964 | ClinicalTrials |
| Fallopian Tube Neoplasms | 3 | D005185 | ClinicalTrials |
| Teratoma | 3 | D013724 | ClinicalTrials |
| Uterine Neoplasms | 3 | D014594 | ClinicalTrials |
| Uterine Cervical Neoplasms | 3 | D002583 | ClinicalTrials |
| Urethral Neoplasms | 3 | D014523 | ClinicalTrials |
| Esophageal Neoplasms | 3 | D004938 | ClinicalTrials |
| Ovarian Neoplasms | 3 | D010051 | ClinicalTrials |
| Prostatic Neoplasms, Castration-Resistant | 3 | D064129 | ClinicalTrials |
| Lung Neoplasms | 3 | D008175 | ClinicalTrials |
| Endometrial Neoplasms | 3 | D016889 | ClinicalTrials |
| Esophageal Neoplasms | 3 | D004938 | ClinicalTrials |
| Sex Cord-Gonadal Stromal Tumors | 3 | D018312 | ClinicalTrials |
| Anemia | 3 | D000740 | ClinicalTrials |
| Thyroid Neoplasms | 3 | D013964 | ClinicalTrials |
| Thymoma | 2 | D013945 | ClinicalTrials |
| Cholangiocarcinoma | 2 | D018281 | ClinicalTrials |
| Keratosis, Actinic | 2 | D055623 | ClinicalTrials |
| Carcinoma, Ductal | 2 | D044584 | ClinicalTrials |
| Mouth Neoplasms | 2 | D009062 | ClinicalTrials |
| Digestive System Diseases | 2 | D004066 | ClinicalTrials |
| Cystadenoma, Serous | 2 | D018293 | ClinicalTrials |
| Hemangiosarcoma | 2 | D006394 | ClinicalTrials |
| Central Nervous System Neoplasms | 2 | D016543 | ClinicalTrials |
| Squamous Cell Carcinoma of Head and Neck | 2 | D000077195 | ClinicalTrials |
| Penile Neoplasms | 2 | D010412 | ClinicalTrials |
| Cholangiocarcinoma | 2 | D018281 | ClinicalTrials |
| Vulvar Neoplasms | 2 | D014846 | ClinicalTrials |
| Constriction, Pathologic | 2 | D003251 | ClinicalTrials |
| Squamous Cell Carcinoma of Head and Neck | 2 | D000077195 | ClinicalTrials |
| Carcinoma, Neuroendocrine | 2 | D018278 | ClinicalTrials |
| Kidney Neoplasms | 2 | D007680 | ClinicalTrials |
| Colorectal Neoplasms | 2 | D015179 | ClinicalTrials |
| Salivary Gland Neoplasms | 2 | D012468 | ClinicalTrials |
| Cervical Intraepithelial Neoplasia | 2 | D018290 | ClinicalTrials |
| Oropharyngeal Neoplasms | 2 | D009959 | ClinicalTrials |
| Biliary Tract Neoplasms | 2 | D001661 | ClinicalTrials |
| Squamous Cell Carcinoma of Head and Neck | 2 | D000077195 | ClinicalTrials |
| Carcinoma, Hepatocellular | 2 | D006528 | ClinicalTrials |
| Colorectal Neoplasms | 2 | D015179 | ClinicalTrials |
| Colorectal Neoplasms | 2 | D015179 | ClinicalTrials |
| Small Cell Lung Carcinoma | 2 | D055752 | ClinicalTrials |
| Breast Carcinoma In Situ | 2 | D000071960 | ClinicalTrials |
| Gastrointestinal Stromal Tumors | 2 | D046152 | ClinicalTrials |
| Carcinoma, Merkel Cell | 2 | D015266 | ClinicalTrials |
| Salivary Gland Neoplasms | 2 | D012468 | ClinicalTrials |
| Hereditary Breast and Ovarian Cancer Syndrome | 2 | D061325 | ClinicalTrials |
| Thymoma | 2 | D013945 | ClinicalTrials |
| Gallbladder Neoplasms | 2 | D005706 | ClinicalTrials |
| Peripheral Vascular Diseases | 2 | D016491 | ClinicalTrials |
| Multiple Myeloma | 2 | D009101 | ClinicalTrials |
| Adenocarcinoma | 2 | D000230 | ClinicalTrials |
| Prostatic Hyperplasia | 2 | D011470 | ClinicalTrials |
| Adrenal Cortex Neoplasms | 2 | D000306 | ClinicalTrials |
| Adenocarcinoma, Bronchiolo-Alveolar | 2 | D002282 | ClinicalTrials |
| Neoplasms, Germ Cell and Embryonal | 2 | D009373 | ClinicalTrials |
| Oropharyngeal Neoplasms | 2 | D009959 | ClinicalTrials |
| Leukemia | 2 | D007938 | ClinicalTrials |
| Lymphoma | 2 | D008223 | ClinicalTrials |
| Prostatic Neoplasms | 2 | D011471 | ClinicalTrials |
| Psoriasis | 2 | D011565 | ClinicalTrials |
| Arthritis, Rheumatoid | 2 | D001172 | ClinicalTrials |
| Liver Neoplasms | 1 | D008113 | ClinicalTrials |
| Rectal Neoplasms | 1 | D012004 | ClinicalTrials |
| Genital Neoplasms, Female | 1 | D005833 | ClinicalTrials |
| Hodgkin Disease | 1 | D006689 | ClinicalTrials |
| Glioblastoma | 1 | D005909 | ClinicalTrials |
| Leukemia, Lymphocytic, Chronic, B-Cell | 1 | D015451 | ClinicalTrials |
| Gliosarcoma | 1 | D018316 | ClinicalTrials |
| Hypopharyngeal Neoplasms | 1 | D007012 | ClinicalTrials |
| Coronary Restenosis | 1 | D023903 | ClinicalTrials |
| Brain Neoplasms | 1 | D001932 | ClinicalTrials |
| Carcinoma, Small Cell | 1 | D018288 | ClinicalTrials |
| Carcinoma, Intraductal, Noninfiltrating | 1 | D002285 | ClinicalTrials |
| Carcinoma, Verrucous | 1 | D018289 | ClinicalTrials |
| Vaginal Neoplasms | 1 | D014625 | ClinicalTrials |
| Mesothelioma | 1 | D008654 | ClinicalTrials |
| Genital Neoplasms, Female | 1 | D005833 | ClinicalTrials |
| Anus Neoplasms | 1 | D001005 | ClinicalTrials |
| Carcinoma, Renal Cell | 1 | D002292 | ClinicalTrials |
Related Entries
Scaffolds
Side Effects from Label
Side Effects (PT)
Adverse Reactions
System Organ Classification (SOC)
Cross References
| Resources | Reference |
|---|---|
| CAS NUMBER | 33069-62-4 |
| ChEBI | 45863 |
| ChEMBL | CHEMBL428647 |
| DrugBank | DB01229 |
| DrugCentral | 2044 |
| EPA CompTox | DTXSID9023413 |
| FDA SRS | P88XT4IS4D |
| Human Metabolome Database | HMDB0015360 |
| Guide to Pharmacology | 2770 |
| KEGG | D00491 |
| PDB | TA1 |
| PharmGKB | PA450761 |
| PubChem | 36314 |
| SureChEMBL | SCHEMBL3976 |
| ZINC | ZINC000096006020 |
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