methyl (15S)-15-ethyl-12-[16-ethyl-8-methoxy-18-(2-methoxy-2-oxoethyl)-2,12-diazapentacyclo[15.1.1.02,15.05,13.06,11]nonadeca-5(13),6,8,10-tetraen-9-yl]-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraene-18-carboxylate

Details

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	a7f9e9e0-1d05-42f2-999e-6e55bacafc46
Taxonomy	Alkaloids and derivatives > Vobasan alkaloids
IUPAC Name	methyl (15S)-15-ethyl-12-[16-ethyl-8-methoxy-18-(2-methoxy-2-oxoethyl)-2,12-diazapentacyclo[15.1.1.02,15.05,13.06,11]nonadeca-5(13),6,8,10-tetraen-9-yl]-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraene-18-carboxylate
SMILES (Canonical)	CCC1CN(C2CC3=C(C(CC1C2C(=O)OC)C4=C(C=C5C6=C(CC7C(C8CC(C8CC(=O)OC)N7CC6)CC)NC5=C4)OC)NC9=CC=CC=C39)C
SMILES (Isomeric)	CC[C@@H]1CN(C2CC3=C(C(CC1C2C(=O)OC)C4=C(C=C5C6=C(CC7C(C8CC(C8CC(=O)OC)N7CC6)CC)NC5=C4)OC)NC9=CC=CC=C39)C
InChI	InChI=1S/C44H56N4O5/c1-7-23-22-47(3)39-18-33-25-11-9-10-12-34(25)46-43(33)32(15-27(23)42(39)44(50)53-6)31-16-35-29(19-40(31)51-4)26-13-14-48-37-17-28(30(37)20-41(49)52-5)24(8-2)38(48)21-36(26)45-35/h9-12,16,19,23-24,27-28,30,32,37-39,42,45-46H,7-8,13-15,17-18,20-22H2,1-6H3/t23-,24?,27?,28?,30?,32?,37?,38?,39?,42?/m1/s1
InChI Key	ABJYICNGIWOJHA-CPJRDHPNSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₄₄H₅₆N₄O₅
Molecular Weight	720.90 g/mol
Exact Mass	720.42507090 g/mol
Topological Polar Surface Area (TPSA)	99.90 Å²
XlogP	7.30
Atomic LogP (AlogP)	6.86
H-Bond Acceptor	7
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	+	0.9611	96.11%
Caco-2	-	0.8100	81.00%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5985	59.85%
OATP2B1 inhibitior	-	0.5611	56.11%
OATP1B1 inhibitior	+	0.8229	82.29%
OATP1B3 inhibitior	+	0.8963	89.63%
MATE1 inhibitior	-	0.6237	62.37%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9936	99.36%
P-glycoprotein inhibitior	+	0.8438	84.38%
P-glycoprotein substrate	+	0.8708	87.08%
CYP3A4 substrate	+	0.7502	75.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4222	42.22%
CYP3A4 inhibition	+	0.5932	59.32%
CYP2C9 inhibition	-	0.7998	79.98%
CYP2C19 inhibition	-	0.7912	79.12%
CYP2D6 inhibition	-	0.9042	90.42%
CYP1A2 inhibition	-	0.8638	86.38%
CYP2C8 inhibition	+	0.7519	75.19%
CYP inhibitory promiscuity	-	0.7294	72.94%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6262	62.62%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9248	92.48%
Skin irritation	-	0.8030	80.30%
Skin corrosion	-	0.9424	94.24%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8273	82.73%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	-	0.5726	57.26%
skin sensitisation	-	0.8988	89.88%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.8174	81.74%
Acute Oral Toxicity (c)	III	0.5692	56.92%
Estrogen receptor binding	+	0.8345	83.45%
Androgen receptor binding	+	0.7877	78.77%
Thyroid receptor binding	+	0.5787	57.87%
Glucocorticoid receptor binding	+	0.7649	76.49%
Aromatase binding	+	0.6385	63.85%
PPAR gamma	+	0.7173	71.73%
Honey bee toxicity	-	0.6831	68.31%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9755	97.55%

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%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.03%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.07%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.03%	85.14%
CHEMBL2581	P07339	Cathepsin D	97.89%	98.95%
CHEMBL255	P29275	Adenosine A2b receptor	97.65%	98.59%
CHEMBL1914	P06276	Butyrylcholinesterase	96.49%	95.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.74%	95.56%
CHEMBL2535	P11166	Glucose transporter	94.38%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.10%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.19%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.83%	92.62%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	86.49%	97.31%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.00%	89.50%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	83.78%	92.67%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.42%	97.50%
CHEMBL5028	O14672	ADAM10	83.33%	97.50%
CHEMBL4208	P20618	Proteasome component C5	82.62%	90.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.48%	93.56%
CHEMBL217	P14416	Dopamine D2 receptor	81.65%	95.62%
CHEMBL2056	P21728	Dopamine D1 receptor	81.39%	91.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.96%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.29%	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.

Brassica rapa

Raphanus raphanistrum subsp. sativus

Tabernaemontana divaricata

Tropaeolum majus