Vincarubine

Details

• Internal ID: b042dcf5-ea70-432a-a2fa-0f12ccb8092a
• Taxonomy: Alkaloids and derivatives > Aspidospermatan-type alkaloids
• IUPAC Name: methyl 12-ethyl-4-[(13E)-13-ethylidene-18-methoxycarbonyl-4-oxo-8,15-diazapentacyclo[10.5.1.01,9.02,7.09,15]octadeca-2,5,7-trien-5-yl]-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,9-tetraene-10-carboxylate
• SMILES (Canonical): CCC12CCCN3C1C4(CC3)C5=C(C=C(C(=C5)C6=CC7=NC89CCC1C(C8(C7=CC6=O)CCN9CC1=CC)C(=O)OC)OC)N(C4=C(C2)C(=O)OC)C
• SMILES (Isomeric): CCC12CCCN3C1C4(CC3)C5=C(C=C(C(=C5)C6=CC7=NC89CCC\1C(C8(C7=CC6=O)CCN9C/C1=C/C)C(=O)OC)OC)N(C4=C(C2)C(=O)OC)C
• InChI: InChI=1S/C43H50N4O6/c1-7-24-23-47-17-14-42-29-20-33(48)26(19-31(29)44-43(42,47)12-10-25(24)35(42)38(50)53-6)27-18-30-32(21-34(27)51-4)45(3)36-28(37(49)52-5)22-40(8-2)11-9-15-46-16-13-41(30,36)39(40)46/h7,18-21,25,35,39H,8-17,22-23H2,1-6H3/b24-7-
• InChI Key: CLSRDWBICGYSOB-VAPIAZESSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₅₀N₄O₆
• Molecular Weight: 718.90 g/mol
• Exact Mass: 718.37303533 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 5.37
• H-Bond Acceptor: 10
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9660	96.60%
Caco-2	-	0.7661	76.61%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8081	80.81%
OATP2B1 inhibitior	-	0.7252	72.52%
OATP1B1 inhibitior	+	0.8092	80.92%
OATP1B3 inhibitior	+	0.9286	92.86%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	1.0000	100.00%
P-glycoprotein inhibitior	+	0.8603	86.03%
P-glycoprotein substrate	+	0.8339	83.39%
CYP3A4 substrate	+	0.7394	73.94%
CYP2C9 substrate	-	0.7920	79.20%
CYP2D6 substrate	-	0.8121	81.21%
CYP3A4 inhibition	+	0.5974	59.74%
CYP2C9 inhibition	-	0.6906	69.06%
CYP2C19 inhibition	-	0.7428	74.28%
CYP2D6 inhibition	-	0.7473	74.73%
CYP1A2 inhibition	-	0.7149	71.49%
CYP2C8 inhibition	+	0.8188	81.88%
CYP inhibitory promiscuity	-	0.5245	52.45%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5853	58.53%
Eye corrosion	-	0.9829	98.29%
Eye irritation	-	0.9239	92.39%
Skin irritation	-	0.7693	76.93%
Skin corrosion	-	0.9247	92.47%
Ames mutagenesis	-	0.5966	59.66%
Human Ether-a-go-go-Related Gene inhibition	+	0.8030	80.30%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.5302	53.02%
skin sensitisation	-	0.8368	83.68%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.4705	47.05%
Acute Oral Toxicity (c)	III	0.6233	62.33%
Estrogen receptor binding	+	0.8419	84.19%
Androgen receptor binding	+	0.7777	77.77%
Thyroid receptor binding	+	0.6465	64.65%
Glucocorticoid receptor binding	+	0.8109	81.09%
Aromatase binding	+	0.6629	66.29%
PPAR gamma	+	0.6972	69.72%
Honey bee toxicity	-	0.6993	69.93%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9925	99.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	99.34%	95.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.69%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.97%	98.95%
CHEMBL5747	Q92793	CREB-binding protein	94.43%	95.12%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.43%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.57%	95.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.94%	93.03%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.64%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.90%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.75%	94.00%
CHEMBL3788	O00444	Serine/threonine-protein kinase PLK4	87.37%	83.65%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.02%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.67%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.88%	99.23%
CHEMBL284	P27487	Dipeptidyl peptidase IV	85.70%	95.69%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.27%	91.03%
CHEMBL4208	P20618	Proteasome component C5	85.02%	90.00%
CHEMBL1255126	O15151	Protein Mdm4	84.23%	90.20%
CHEMBL1914	P06276	Butyrylcholinesterase	83.04%	95.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.47%	96.90%
CHEMBL340	P08684	Cytochrome P450 3A4	82.22%	91.19%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.05%	95.83%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.67%	97.28%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.48%	82.38%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.10%	90.24%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.09%	93.00%

Plants that contains it

• Vinca minor

Cross-Links

• PubChem: 5467644
• LOTUS: LTS0094803
• wikiData: Q104963905