methyl (4S)-4-[(10S,11R)-11-acetyloxy-12-ethyl-10-hydroxy-5-methoxy-10-methoxycarbonyl-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraen-4-yl]-1-ethyl-2-oxa-6,16-diazahexacyclo[16.2.1.03,19.05,13.07,12.016,19]henicosa-5(13),7,9,11-tetraene-4-carboxylate

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Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	882926c8-bdc3-4883-9c6b-9e8b13f376e4
Taxonomy	Alkaloids and derivatives > Plumeran-type alkaloids
IUPAC Name	methyl (4S)-4-[(10S,11R)-11-acetyloxy-12-ethyl-10-hydroxy-5-methoxy-10-methoxycarbonyl-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraen-4-yl]-1-ethyl-2-oxa-6,16-diazahexacyclo[16.2.1.03,19.05,13.07,12.016,19]henicosa-5(13),7,9,11-tetraene-4-carboxylate
SMILES (Canonical)	CCC12CC3CN4C3(C1)C(O2)C(C5=C(CC4)C6=CC=CC=C6N5)(C7=C(C=C8C(=C7)C91CCN2C9C(C=CC2)(C(C(C1N8C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC
SMILES (Isomeric)	CCC12CC3CN4C3(C1)C(O2)[C@@](C5=C(CC4)C6=CC=CC=C6N5)(C7=C(C=C8C(=C7)C91CCN2C9C(C=CC2)([C@H]([C@@](C1N8C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC
InChI	InChI=1S/C47H56N4O9/c1-8-42-23-27-24-51-19-15-29-28-13-10-11-14-32(28)48-35(29)46(40(53)57-6,39(60-42)45(27,51)25-42)31-21-30-33(22-34(31)56-5)49(4)37-44(30)17-20-50-18-12-16-43(9-2,36(44)50)38(59-26(3)52)47(37,55)41(54)58-7/h10-14,16,21-22,27,36-39,48,55H,8-9,15,17-20,23-25H2,1-7H3/t27?,36?,37?,38-,39?,42?,43?,44?,45?,46+,47+/m1/s1
InChI Key	MDXBGVAEQZSFTM-FUBURQDRSA-N
Popularity	1 reference in papers

Physical and Chemical Properties

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Molecular Formula	C₄₇H₅₆N₄O₉
Molecular Weight	821.00 g/mol
Exact Mass	820.40472938 g/mol
Topological Polar Surface Area (TPSA)	143.00 Å²
XlogP	3.70
Atomic LogP (AlogP)	4.15
H-Bond Acceptor	12
H-Bond Donor	2
Rotatable Bonds	7

Synonyms

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There are no found synonyms.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8008	80.08%
Caco-2	-	0.7527	75.27%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5095	50.95%
OATP2B1 inhibitior	-	0.7662	76.62%
OATP1B1 inhibitior	+	0.8326	83.26%
OATP1B3 inhibitior	+	0.9073	90.73%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	1.0000	100.00%
P-glycoprotein inhibitior	+	0.8253	82.53%
P-glycoprotein substrate	+	0.8951	89.51%
CYP3A4 substrate	+	0.7693	76.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7757	77.57%
CYP3A4 inhibition	-	0.7337	73.37%
CYP2C9 inhibition	-	0.8094	80.94%
CYP2C19 inhibition	-	0.8070	80.70%
CYP2D6 inhibition	-	0.9133	91.33%
CYP1A2 inhibition	-	0.9014	90.14%
CYP2C8 inhibition	+	0.4829	48.29%
CYP inhibitory promiscuity	-	0.8375	83.75%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5426	54.26%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9273	92.73%
Skin irritation	-	0.7878	78.78%
Skin corrosion	-	0.9377	93.77%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7022	70.22%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.6676	66.76%
skin sensitisation	-	0.8639	86.39%
Respiratory toxicity	+	0.9333	93.33%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.7233	72.33%
Acute Oral Toxicity (c)	III	0.6304	63.04%
Estrogen receptor binding	+	0.8500	85.00%
Androgen receptor binding	+	0.7960	79.60%
Thyroid receptor binding	+	0.7544	75.44%
Glucocorticoid receptor binding	+	0.8521	85.21%
Aromatase binding	+	0.5406	54.06%
PPAR gamma	+	0.8257	82.57%
Honey bee toxicity	-	0.7072	70.72%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9751	97.51%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	99.81%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.52%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.07%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.00%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.03%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.45%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.78%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.98%	97.09%
CHEMBL5747	Q92793	CREB-binding protein	91.57%	95.12%
CHEMBL2535	P11166	Glucose transporter	91.27%	98.75%
CHEMBL2581	P07339	Cathepsin D	90.74%	98.95%
CHEMBL5028	O14672	ADAM10	90.51%	97.50%
CHEMBL217	P14416	Dopamine D2 receptor	89.95%	95.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.75%	86.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.67%	95.17%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	88.90%	90.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.31%	92.62%
CHEMBL4208	P20618	Proteasome component C5	87.16%	90.00%
CHEMBL255	P29275	Adenosine A2b receptor	86.84%	98.59%
CHEMBL4588	P22894	Matrix metalloproteinase 8	85.49%	94.66%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.74%	95.89%
CHEMBL4073	P09237	Matrix metalloproteinase 7	83.89%	97.56%
CHEMBL233	P35372	Mu opioid receptor	83.12%	97.93%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.08%	99.23%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.45%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.56%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.59%	97.14%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.