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methyl (1S,12R,14S,15E,18S)-12-[(1R,15S,17S,18S)-17-acetyl-6-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraen-5-yl]-15-ethylidene-18-(hydroxymethyl)-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraene-18-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 bfbc9e54-f644-44c1-972c-64452b5f82ad
Taxonomy Alkaloids and derivatives > Ibogan-type alkaloids
IUPAC Name methyl (1S,12R,14S,15E,18S)-12-[(1R,15S,17S,18S)-17-acetyl-6-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraen-5-yl]-15-ethylidene-18-(hydroxymethyl)-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraene-18-carboxylate
SMILES (Canonical) CC=C1CN(C2CC3=C(C(CC1C2(CO)C(=O)OC)C4=C(C=CC5=C4NC6=C5CCN7CC8CC6C7C(C8)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=C5CCN7C[C@H]8C[C@@H]6[C@H]7[C@H](C8)C(=O)C)OC)NC9=CC=CC=C39)C
InChI InChI=1S/C42H50N4O5/c1-6-24-20-45(3)35-18-29-25-9-7-8-10-33(25)43-38(29)30(17-32(24)42(35,21-47)41(49)51-5)36-34(50-4)12-11-26-27-13-14-46-19-23-15-28(22(2)48)40(46)31(16-23)37(27)44-39(26)36/h6-12,23,28,30-32,35,40,43-44,47H,13-21H2,1-5H3/b24-6-/t23-,28-,30-,31+,32+,35+,40-,42+/m1/s1
InChI Key GQQKAXYTOUDWCI-YHWWSPKSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H50N4O5
Molecular Weight 690.90 g/mol
Exact Mass 690.37812071 g/mol
Topological Polar Surface Area (TPSA) 111.00 Ų
XlogP 4.20
Atomic LogP (AlogP) 5.70
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1S,12R,14S,15E,18S)-12-[(1R,15S,17S,18S)-17-acetyl-6-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraen-5-yl]-15-ethylidene-18-(hydroxymethyl)-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraene-18-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 - 0.7916 79.16%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.6316 63.16%
OATP2B1 inhibitior - 0.7135 71.35%
OATP1B1 inhibitior + 0.8253 82.53%
OATP1B3 inhibitior + 0.9056 90.56%
MATE1 inhibitior - 0.8078 80.78%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9923 99.23%
P-glycoprotein inhibitior + 0.8506 85.06%
P-glycoprotein substrate + 0.8296 82.96%
CYP3A4 substrate + 0.7540 75.40%
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 + 0.7775 77.75%
CYP inhibitory promiscuity - 0.6582 65.82%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5626 56.26%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.9326 93.26%
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 + 0.7509 75.09%
Micronuclear + 0.7200 72.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.8743 87.43%
Respiratory toxicity + 0.9000 90.00%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.7506 75.06%
Acute Oral Toxicity (c) III 0.6360 63.60%
Estrogen receptor binding + 0.8529 85.29%
Androgen receptor binding + 0.7824 78.24%
Thyroid receptor binding + 0.5882 58.82%
Glucocorticoid receptor binding + 0.8151 81.51%
Aromatase binding + 0.6419 64.19%
PPAR gamma + 0.7302 73.02%
Honey bee toxicity - 0.6624 66.24%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5200 52.00%
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 99.57% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.27% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.09% 95.56%
CHEMBL2581 P07339 Cathepsin D 96.00% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.04% 91.11%
CHEMBL1914 P06276 Butyrylcholinesterase 94.99% 95.00%
CHEMBL2096618 P11274 Bcr/Abl fusion protein 93.25% 85.83%
CHEMBL4040 P28482 MAP kinase ERK2 92.67% 83.82%
CHEMBL4073 P09237 Matrix metalloproteinase 7 91.54% 97.56%
CHEMBL4208 P20618 Proteasome component C5 91.20% 90.00%
CHEMBL255 P29275 Adenosine A2b receptor 89.25% 98.59%
CHEMBL5028 O14672 ADAM10 87.93% 97.50%
CHEMBL2535 P11166 Glucose transporter 86.93% 98.75%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 86.63% 89.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.32% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.24% 99.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.18% 97.25%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 85.58% 90.95%
CHEMBL240 Q12809 HERG 85.07% 89.76%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.66% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 83.05% 91.19%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.86% 94.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.82% 97.50%
CHEMBL3310 Q96DB2 Histone deacetylase 11 82.17% 88.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.95% 89.00%
CHEMBL1255126 O15151 Protein Mdm4 80.36% 90.20%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.12% 99.23%

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 163082862
LOTUS LTS0225313
wikiData Q105015533