dimethyl (10R,11R)-12-ethyl-4-(17-ethyl-16-hydroxy-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-10,11-dicarboxylate

Details

• Internal ID: d59309e1-6457-4e32-8c88-75053290f6e7
• Taxonomy: Alkaloids and derivatives > Vinca alkaloids
• IUPAC Name: dimethyl (10R,11R)-12-ethyl-4-(17-ethyl-16-hydroxy-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-10,11-dicarboxylate
• SMILES (Canonical): CCC1CN2CCC3=C(C(CC(C2)C1O)(C4=C(C=C5C(=C4)C67CCN8C6C(C=CC8)(C(C(C7N5C)(C(=O)OC)O)C(=O)OC)CC)OC)C(=O)OC)NC9=CC=CC=C39
• SMILES (Isomeric): CCC1CN2CCC3=C(C(CC(C2)C1O)(C4=C(C=C5C(=C4)C67CCN8C6C(C=CC8)([C@H]([C@@](C7N5C)(C(=O)OC)O)C(=O)OC)CC)OC)C(=O)OC)NC9=CC=CC=C39
• InChI: InChI=1S/C46H58N4O9/c1-8-26-24-49-19-15-29-28-13-10-11-14-32(28)47-37(29)45(41(53)58-6,23-27(25-49)35(26)51)31-21-30-33(22-34(31)56-4)48(3)40-44(30)17-20-50-18-12-16-43(9-2,39(44)50)36(38(52)57-5)46(40,55)42(54)59-7/h10-14,16,21-22,26-27,35-36,39-40,47,51,55H,8-9,15,17-20,23-25H2,1-7H3/t26?,27?,35?,36-,39?,40?,43?,44?,45?,46-/m1/s1
• InChI Key: GAUCDSQPUFFYLA-RQWRQLHTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₅₈N₄O₉
• Molecular Weight: 811.00 g/mol
• Exact Mass: 810.42037944 g/mol
• Topological Polar Surface Area (TPSA): 154.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.70
• H-Bond Acceptor: 12
• H-Bond Donor: 3
• 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	-	0.7361	73.61%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7012	70.12%
OATP2B1 inhibitior	-	0.7632	76.32%
OATP1B1 inhibitior	+	0.8393	83.93%
OATP1B3 inhibitior	+	0.8882	88.82%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9973	99.73%
P-glycoprotein inhibitior	+	0.8154	81.54%
P-glycoprotein substrate	+	0.9202	92.02%
CYP3A4 substrate	+	0.7776	77.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7589	75.89%
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	+	0.4865	48.65%
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	-	0.9316	93.16%
Skin irritation	-	0.7951	79.51%
Skin corrosion	-	0.9451	94.51%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6720	67.20%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.5324	53.24%
skin sensitisation	-	0.8841	88.41%
Respiratory toxicity	+	0.9222	92.22%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.6483	64.83%
Acute Oral Toxicity (c)	III	0.7096	70.96%
Estrogen receptor binding	+	0.8535	85.35%
Androgen receptor binding	+	0.8024	80.24%
Thyroid receptor binding	+	0.7538	75.38%
Glucocorticoid receptor binding	+	0.8630	86.30%
Aromatase binding	-	0.5383	53.83%
PPAR gamma	+	0.8224	82.24%
Honey bee toxicity	-	0.7052	70.52%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5953	59.53%
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	99.85%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.17%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.50%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.49%	91.11%
CHEMBL5747	Q92793	CREB-binding protein	96.49%	95.12%
CHEMBL2535	P11166	Glucose transporter	96.10%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.51%	95.56%
CHEMBL1914	P06276	Butyrylcholinesterase	94.72%	95.00%
CHEMBL4302	P08183	P-glycoprotein 1	94.31%	92.98%
CHEMBL2581	P07339	Cathepsin D	93.44%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.40%	97.09%
CHEMBL205	P00918	Carbonic anhydrase II	91.06%	98.44%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.01%	94.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	88.74%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.57%	86.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.32%	95.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.80%	95.50%
CHEMBL217	P14416	Dopamine D2 receptor	86.57%	95.62%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	86.49%	97.31%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.97%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.77%	92.62%
CHEMBL5028	O14672	ADAM10	85.72%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.43%	89.00%
CHEMBL255	P29275	Adenosine A2b receptor	84.91%	98.59%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.29%	97.14%
CHEMBL261	P00915	Carbonic anhydrase I	80.67%	96.76%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.38%	96.47%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	80.17%	90.95%

Plants that contains it

• Catharanthus roseus

Cross-Links

• PubChem: 5318981
• NPASS: NPC129871