VINCRISTINE

Search structure
Synonyms:
Status: Approved (1963)
Entry Type: Small molecule
Molecule Category: Parent
ATC: L01CA02
UNII: 5J49Q6B70F

Structure
InChI Key OGWKCGZFUXNPDA-XQKSVPLYSA-N
Smile CC[C@]1(O)C[C@H]2CN(CCc3c([nH]c4ccccc34)[C@@](C(=O)OC)(c3cc4c(cc3OC)N(C=O)[C@H]3[C@@](O)(C(=O)OC)[C@H](OC(C)=O)[C@]5(CC)C=CCN6CC[C@]43[C@@H]65)C2)C1
InChI
InChI=1S/C46H56N4O10/c1-7-42(55)22-28-23-45(40(53)58-5,36-30(14-18-48(24-28)25-42)29-12-9-10-13-33(29)47-36)32-20-31-34(21-35(32)57-4)50(26-51)38-44(31)16-19-49-17-11-15-43(8-2,37(44)49)39(60-27(3)52)46(38,56)41(54)59-6/h9-13,15,20-21,26,28,37-39,47,55-56H,7-8,14,16-19,22-25H2,1-6H3/t28-,37+,38-,39-,42+,43-,44-,45+,46+/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C46H56N4O10
Molecular Weight 824.97
AlogP 3.52
Hydrogen Bond Acceptor 12.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 8.0
Polar Surface Area 171.17
Molecular species BASE
Aromatic Rings 3.0
Heavy Atoms 60.0

Experimental and Estimated Properties

Property Name Value Unit Method
log P (octanol-water) 2.82 - EXP
pKa Dissociation Constant 5 - EXP
Atmospheric OH Rate Constant 6.73E-10 cm3/molecule-sec EST
Melting Point 220 deg C EXP

Pharmacology

Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Transferase
- - - - 3.35
Structural protein
- 1800 - - 77-87
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- 11000-36780 - 9800-17600 3.9-28.1
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- - - 213000 -
Transporter Primary active transporter ATP-binding cassette ABCC subfamily
- 70000 - 802000 -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Leukemia, Lymphocytic, Chronic, B-Cell 3 D015451 ClinicalTrials
Lymphoma, Follicular 3 D008224 ClinicalTrials
Sarcoma, Ewing 3 D012512 ClinicalTrials
HIV Infections 3 D015658 ClinicalTrials
Hodgkin Disease 3 D006689 ClinicalTrials
Lymphoma, T-Cell, Peripheral 3 D016411 ClinicalTrials
Precursor Cell Lymphoblastic Leukemia-Lymphoma 3 D054198 ClinicalTrials
Leukemia, Myeloid, Acute 3 D015470 ClinicalTrials
Histiocytosis, Langerhans-Cell 3 D006646 ClinicalTrials
Medulloblastoma 3 D008527 ClinicalTrials
Brain Neoplasms 3 D001932 ClinicalTrials
Leukemia, Lymphoid 3 D007945 ClinicalTrials
Lymphoma, Non-Hodgkin 3 D008228 ClinicalTrials
Lymphoma, Mantle-Cell 3 D020522 ClinicalTrials
Precursor T-Cell Lymphoblastic Leukemia-Lymphoma 3 D054218 ClinicalTrials
Ganglioneuroblastoma 3 D018305 ClinicalTrials
Central Nervous System Neoplasms 3 D016543 ClinicalTrials
Hepatoblastoma 3 D018197 ClinicalTrials
Precursor Cell Lymphoblastic Leukemia-Lymphoma 3 D054198 ClinicalTrials
Brain Neoplasms 3 D001932 ClinicalTrials
Ependymoma 3 D004806 ClinicalTrials
Hodgkin Disease 3 D006689 ClinicalTrials
Ependymoma 3 D004806 ClinicalTrials
Choroid Plexus Neoplasms 3 D016545 ClinicalTrials
Lymphoma, Follicular 3 D008224 ClinicalTrials
Leukemia-Lymphoma, Adult T-Cell 3 D015459 ClinicalTrials
Waldenstrom Macroglobulinemia 3 D008258 ClinicalTrials
Rhabdomyosarcoma, Alveolar 3 D018232 ClinicalTrials
Rhabdomyosarcoma, Embryonal 3 D018233 ClinicalTrials
Retinoblastoma 3 D012175 ClinicalTrials
Gestational Trophoblastic Disease 3 D031901 ClinicalTrials
Precursor T-Cell Lymphoblastic Leukemia-Lymphoma 3 D054218 ClinicalTrials
Ependymoma 3 D004806 ClinicalTrials
Glioma 3 D005910 ClinicalTrials
Lymphoma, Large B-Cell, Diffuse 3 D016403 ClinicalTrials
Leukemia 3 D007938 ClinicalTrials
Lymphoma 3 D008223 ClinicalTrials
Neuroblastoma 3 D009447 ClinicalTrials
Small Cell Lung Carcinoma 3 D055752 ClinicalTrials
Multiple Myeloma 3 D009101 ClinicalTrials
Immunoblastic Lymphadenopathy 2 D007119 ClinicalTrials
Burkitt Lymphoma 2 D002051 ClinicalTrials
Blast Crisis 2 D001752 ClinicalTrials
Glioblastoma 2 D005909 ClinicalTrials
Adrenal Cortex Neoplasms 2 D000306 ClinicalTrials
Leukemia, Biphenotypic, Acute 2 D015456 ClinicalTrials
Leukemia, Biphenotypic, Acute 2 D015456 ClinicalTrials
Lymphoma, T-Cell 2 D016399 ClinicalTrials
Leukemia, Biphenotypic, Acute 2 D015456 ClinicalTrials
Purpura, Thrombocytopenic, Idiopathic 2 D016553 ClinicalTrials
Hemangioma 2 D006391 ClinicalTrials
Hematologic Neoplasms 2 D019337 ClinicalTrials
Wilms Tumor 2 D009396 ClinicalTrials
Hematologic Neoplasms 2 D019337 ClinicalTrials
Blastic Plasmacytoid Dendritic Cell Neoplasm 2 D000099067 ClinicalTrials
Astrocytoma 2 D001254 ClinicalTrials
Rhabdomyosarcoma 2 D012208 ClinicalTrials
Wilms Tumor 2 D009396 ClinicalTrials
Lymphoma, Large-Cell, Anaplastic 2 D017728 ClinicalTrials
Lymphoma, B-Cell 1 D016393 ClinicalTrials
Neoplasm Metastasis 1 D009362 ClinicalTrials
Castleman Disease 1 D005871 ClinicalTrials
Lymphoma, Primary Effusion 1 D054685 ClinicalTrials
Sarcoma 1 D012509 ClinicalTrials
Osteosarcoma 1 D012516 ClinicalTrials

Related Entries

Scaffolds

Salt

Cross References

Resources Reference
CAS NUMBER 57-22-7
ChEBI 28445
ChEMBL CHEMBL90555
DrugBank DB00541
EPA CompTox DTXSID1032278
FDA SRS 5J49Q6B70F
Human Metabolome Database HMDB14681
Guide to Pharmacology 6785
KEGG C07204
PharmGKB PA451879
PubChem 5978
SureChEMBL SCHEMBL3999
ZINC ZINC000085432549
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