methyl (1R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(13S,15S,17R)-17-ethyl-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate

Details

• Internal ID: 17926742-0124-4a62-b174-e4b95d8c05ac
• Taxonomy: Alkaloids and derivatives > Vinca alkaloids
• IUPAC Name: methyl (1R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(13S,15S,17R)-17-ethyl-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate
• SMILES (Canonical): CCC1CC2CC(C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC
• SMILES (Isomeric): CC[C@@H]1C[C@H]2C[C@@](C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)[C@]78CCN9[C@H]7[C@@](C=CC9)([C@H]([C@@](C8N6C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC
• InChI: InChI=1S/C46H58N4O8/c1-8-28-21-29-24-45(41(52)56-6,37-31(15-19-49(25-28)26-29)30-13-10-11-14-34(30)47-37)33-22-32-35(23-36(33)55-5)48(4)39-44(32)17-20-50-18-12-16-43(9-2,38(44)50)40(58-27(3)51)46(39,54)42(53)57-7/h10-14,16,22-23,28-29,38-40,47,54H,8-9,15,17-21,24-26H2,1-7H3/t28-,29+,38+,39?,40-,43-,44-,45+,46+/m1/s1
• InChI Key: AGKYIOIIEPFTEV-NURSKSIHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₅₈N₄O₈
• Molecular Weight: 795.00 g/mol
• Exact Mass: 794.42546482 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.88
• H-Bond Acceptor: 11
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8866	88.66%
Caco-2	-	0.7208	72.08%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.7012	70.12%
OATP2B1 inhibitior	-	0.7948	79.48%
OATP1B1 inhibitior	+	0.8337	83.37%
OATP1B3 inhibitior	+	0.8882	88.82%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	1.0000	100.00%
P-glycoprotein inhibitior	+	0.8356	83.56%
P-glycoprotein substrate	+	0.9364	93.64%
CYP3A4 substrate	+	0.7885	78.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7622	76.22%
CYP3A4 inhibition	-	0.7318	73.18%
CYP2C9 inhibition	-	0.8252	82.52%
CYP2C19 inhibition	-	0.8240	82.40%
CYP2D6 inhibition	-	0.8411	84.11%
CYP1A2 inhibition	-	0.8985	89.85%
CYP2C8 inhibition	-	0.6954	69.54%
CYP inhibitory promiscuity	-	0.6767	67.67%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5675	56.75%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9413	94.13%
Skin irritation	-	0.7951	79.51%
Skin corrosion	-	0.9451	94.51%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7491	74.91%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8841	88.41%
Respiratory toxicity	+	0.9778	97.78%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.4823	48.23%
Acute Oral Toxicity (c)	III	0.7096	70.96%
Estrogen receptor binding	+	0.8696	86.96%
Androgen receptor binding	+	0.8340	83.40%
Thyroid receptor binding	+	0.7910	79.10%
Glucocorticoid receptor binding	+	0.8824	88.24%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.8452	84.52%
Honey bee toxicity	-	0.7002	70.02%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.5853	58.53%
Fish aquatic toxicity	+	0.9837	98.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.86%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.34%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.19%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.56%	85.14%
CHEMBL1914	P06276	Butyrylcholinesterase	98.55%	95.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.73%	95.56%
CHEMBL2535	P11166	Glucose transporter	93.86%	98.75%
CHEMBL5747	Q92793	CREB-binding protein	93.09%	95.12%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.71%	86.33%
CHEMBL217	P14416	Dopamine D2 receptor	92.43%	95.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.41%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.23%	92.62%
CHEMBL5028	O14672	ADAM10	87.78%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.58%	97.14%
CHEMBL205	P00918	Carbonic anhydrase II	87.15%	98.44%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.86%	94.00%
CHEMBL2581	P07339	Cathepsin D	86.74%	98.95%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	86.52%	97.50%
CHEMBL4302	P08183	P-glycoprotein 1	86.27%	92.98%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.19%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.61%	89.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.88%	89.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.63%	95.89%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	83.98%	90.95%
CHEMBL2443	P49862	Kallikrein 7	82.88%	94.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.75%	96.77%
CHEMBL255	P29275	Adenosine A2b receptor	81.12%	98.59%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.36%	82.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.06%	97.25%

Plants that contains it

• Catharanthus roseus

Cross-Links

• PubChem: 11767947
• NPASS: NPC108849