Vincristine (free base)

Details

• Internal ID: 96c7a1ab-cb6e-4967-a769-078bdf980fc5
• Taxonomy: Alkaloids and derivatives > Vinca alkaloids
• IUPAC Name: methyl 11-acetyloxy-12-ethyl-4-(17-ethyl-17-hydroxy-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl)-8-formyl-10-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate
• SMILES (Canonical): CCC1(CC2CC(C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6C=O)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)O
• SMILES (Isomeric): CCC1(CC2CC(C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6C=O)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)O
• 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
• InChI Key: OGWKCGZFUXNPDA-UHFFFAOYSA-N
• Popularity: 24,481 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₅₆N₄O₁₀
• Molecular Weight: 825.00 g/mol
• Exact Mass: 824.39964400 g/mol
• Topological Polar Surface Area (TPSA): 171.00 Ų
• XlogP: 2.80

Synonyms

• Vincristine (free base)
• Leurocristine
• 57-22-7
• Vincaleukoblastine, 22-oxo-
• CHEMBL1740907
• OGWKCGZFUXNPDA-UHFFFAOYSA-N
• NCGC00163700-03

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2903	P16050	Arachidonate 15-lipoxygenase	316.2 nM	Potency	via Super-PRED
CHEMBL5514	P42858	Huntingtin	17.8 nM	Potency	via Super-PRED
CHEMBL1293235	P02545	Prelamin-A/C	1.1 nM	Potency	via Super-PRED
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	926.8 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.76%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.50%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.40%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.17%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.06%	95.56%
CHEMBL2535	P11166	Glucose transporter	95.38%	98.75%
CHEMBL4302	P08183	P-glycoprotein 1	95.18%	92.98%
CHEMBL5747	Q92793	CREB-binding protein	93.58%	95.12%
CHEMBL1914	P06276	Butyrylcholinesterase	92.85%	95.00%
CHEMBL205	P00918	Carbonic anhydrase II	90.86%	98.44%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.77%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.44%	89.00%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	89.62%	91.79%
CHEMBL5028	O14672	ADAM10	89.59%	97.50%
CHEMBL2581	P07339	Cathepsin D	89.55%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.97%	97.14%
CHEMBL284	P27487	Dipeptidyl peptidase IV	87.90%	95.69%
CHEMBL2885	P07451	Carbonic anhydrase III	87.88%	87.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.11%	97.09%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.69%	89.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.29%	92.62%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	85.19%	97.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.00%	94.08%
CHEMBL217	P14416	Dopamine D2 receptor	82.39%	95.62%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	81.65%	90.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.64%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.75%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.66%	100.00%

Plants that contains it

• Catharanthus roseus

Cross-Links

• PubChem: 3717450
• LOTUS: LTS0112704
• wikiData: Q105191905