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methyl (1S,17S,18S)-17-acetyl-5-[(1S,12R,14S,15E,18S)-15-ethylidene-18-(hydroxymethyl)-18-methoxycarbonyl-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraen-12-yl]-6-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraene-1-carboxylate

Table of Contents

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 73647a55-f17f-4c35-8cb2-35c42807097b
Taxonomy Alkaloids and derivatives > Ibogan-type alkaloids
IUPAC Name methyl (1S,17S,18S)-17-acetyl-5-[(1S,12R,14S,15E,18S)-15-ethylidene-18-(hydroxymethyl)-18-methoxycarbonyl-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraen-12-yl]-6-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraene-1-carboxylate
SMILES (Canonical) CC=C1CN(C2CC3=C(C(CC1C2(CO)C(=O)OC)C4=C(C=CC5=C4NC6=C5CCN7CC8CC(C7C6(C8)C(=O)OC)C(=O)C)OC)NC9=CC=CC=C39)C
SMILES (Isomeric) C/C=C\1/CN([C@H]2CC3=C([C@H](C[C@@H]1[C@]2(CO)C(=O)OC)C4=C(C=CC5=C4NC6=C5CCN7CC8C[C@@H]([C@H]7[C@]6(C8)C(=O)OC)C(=O)C)OC)NC9=CC=CC=C39)C
InChI InChI=1S/C44H52N4O7/c1-7-25-21-47(3)35-18-30-26-10-8-9-11-33(26)45-37(30)31(17-32(25)44(35,22-49)42(52)55-6)36-34(53-4)13-12-27-28-14-15-48-20-24-16-29(23(2)50)40(48)43(19-24,41(51)54-5)39(28)46-38(27)36/h7-13,24,29,31-32,35,40,45-46,49H,14-22H2,1-6H3/b25-7-/t24?,29-,31-,32+,35+,40+,43-,44+/m1/s1
InChI Key IPOIURWVTPXYSD-NQSHIUJTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C44H52N4O7
Molecular Weight 748.90 g/mol
Exact Mass 748.38360001 g/mol
Topological Polar Surface Area (TPSA) 137.00 Ų
XlogP 3.70
Atomic LogP (AlogP) 5.03
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1S,17S,18S)-17-acetyl-5-[(1S,12R,14S,15E,18S)-15-ethylidene-18-(hydroxymethyl)-18-methoxycarbonyl-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraen-12-yl]-6-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraene-1-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9266 92.66%
Caco-2 - 0.7966 79.66%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.6316 63.16%
OATP2B1 inhibitior - 0.5872 58.72%
OATP1B1 inhibitior + 0.8256 82.56%
OATP1B3 inhibitior + 0.9056 90.56%
MATE1 inhibitior - 0.8078 80.78%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9961 99.61%
P-glycoprotein inhibitior + 0.8373 83.73%
P-glycoprotein substrate + 0.8536 85.36%
CYP3A4 substrate + 0.7576 75.76%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7022 70.22%
CYP3A4 inhibition + 0.5984 59.84%
CYP2C9 inhibition - 0.7376 73.76%
CYP2C19 inhibition - 0.8397 83.97%
CYP2D6 inhibition - 0.8719 87.19%
CYP1A2 inhibition - 0.7382 73.82%
CYP2C8 inhibition + 0.7600 76.00%
CYP inhibitory promiscuity - 0.6582 65.82%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5626 56.26%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.9254 92.54%
Skin irritation - 0.7765 77.65%
Skin corrosion - 0.9371 93.71%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6625 66.25%
Micronuclear + 0.7200 72.00%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.8743 87.43%
Respiratory toxicity + 0.8889 88.89%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.6972 69.72%
Acute Oral Toxicity (c) III 0.6360 63.60%
Estrogen receptor binding + 0.8578 85.78%
Androgen receptor binding + 0.7763 77.63%
Thyroid receptor binding + 0.6464 64.64%
Glucocorticoid receptor binding + 0.8307 83.07%
Aromatase binding + 0.6388 63.88%
PPAR gamma + 0.7734 77.34%
Honey bee toxicity - 0.6372 63.72%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9882 98.82%

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 99.64% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.16% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.98% 94.45%
CHEMBL2581 P07339 Cathepsin D 96.57% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.53% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 93.36% 83.82%
CHEMBL2096618 P11274 Bcr/Abl fusion protein 92.71% 85.83%
CHEMBL2535 P11166 Glucose transporter 89.41% 98.75%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 88.91% 90.95%
CHEMBL4208 P20618 Proteasome component C5 88.58% 90.00%
CHEMBL4073 P09237 Matrix metalloproteinase 7 86.94% 97.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.91% 97.25%
CHEMBL5028 O14672 ADAM10 86.86% 97.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.30% 99.17%
CHEMBL4302 P08183 P-glycoprotein 1 86.19% 92.98%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.90% 89.00%
CHEMBL255 P29275 Adenosine A2b receptor 85.78% 98.59%
CHEMBL3192 Q9BY41 Histone deacetylase 8 85.08% 93.99%
CHEMBL3310 Q96DB2 Histone deacetylase 11 84.58% 88.56%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 84.25% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.29% 97.09%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 83.22% 89.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.91% 95.89%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 80.37% 94.08%
CHEMBL1914 P06276 Butyrylcholinesterase 80.03% 95.00%

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.
Tabernaemontana corymbosa

Cross-Links

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PubChem 163186412
LOTUS LTS0268588
wikiData Q105117368