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methyl (1S,15R,17S,18S)-17-acetyl-7-[(1S,12S,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),4,6,8-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 79f891cd-d9b1-4e23-8323-c3d268fb4374
Taxonomy Alkaloids and derivatives > Ibogan-type alkaloids
IUPAC Name methyl (1S,15R,17S,18S)-17-acetyl-7-[(1S,12S,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),4,6,8-tetraene-1-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C44H52N4O7/c1-7-25-21-47(3)37-17-32-26-10-8-9-11-34(26)45-38(32)31(16-33(25)44(37,22-49)42(52)55-6)30-15-29-27-12-13-48-20-24-14-28(23(2)50)40(48)43(19-24,41(51)54-5)39(27)46-35(29)18-36(30)53-4/h7-11,15,18,24,28,31,33,37,40,45-46,49H,12-14,16-17,19-22H2,1-6H3/b25-7-/t24-,28-,31+,33+,37+,40+,43-,44+/m1/s1
InChI Key PGDILKUTALVFQB-CFRPCLQCSA-N
Popularity 2 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,15R,17S,18S)-17-acetyl-7-[(1S,12S,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),4,6,8-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 - 0.8008 80.08%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.6316 63.16%
OATP2B1 inhibitior - 0.5911 59.11%
OATP1B1 inhibitior + 0.8077 80.77%
OATP1B3 inhibitior + 0.9056 90.56%
MATE1 inhibitior - 0.8078 80.78%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9974 99.74%
P-glycoprotein inhibitior + 0.8289 82.89%
P-glycoprotein substrate + 0.8549 85.49%
CYP3A4 substrate + 0.7560 75.60%
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 + 0.7450 74.50%
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 - 0.9248 92.48%
Skin irritation - 0.7765 77.65%
Skin corrosion - 0.9371 93.71%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7345 73.45%
Micronuclear + 0.7200 72.00%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.8743 87.43%
Respiratory toxicity + 0.9111 91.11%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.7913 79.13%
Acute Oral Toxicity (c) III 0.6360 63.60%
Estrogen receptor binding + 0.8684 86.84%
Androgen receptor binding + 0.7659 76.59%
Thyroid receptor binding + 0.6311 63.11%
Glucocorticoid receptor binding + 0.8318 83.18%
Aromatase binding + 0.6639 66.39%
PPAR gamma + 0.7322 73.22%
Honey bee toxicity - 0.6305 63.05%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5400 54.00%
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 99.71% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.36% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.61% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.48% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.41% 94.45%
CHEMBL2535 P11166 Glucose transporter 92.85% 98.75%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.64% 85.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.56% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.03% 89.00%
CHEMBL4208 P20618 Proteasome component C5 88.20% 90.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.11% 97.25%
CHEMBL3192 Q9BY41 Histone deacetylase 8 87.95% 93.99%
CHEMBL217 P14416 Dopamine D2 receptor 87.73% 95.62%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 85.94% 90.95%
CHEMBL5028 O14672 ADAM10 85.83% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.55% 95.89%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 83.80% 97.50%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.63% 95.83%
CHEMBL4302 P08183 P-glycoprotein 1 83.59% 92.98%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.56% 94.08%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.37% 95.89%
CHEMBL4073 P09237 Matrix metalloproteinase 7 83.11% 97.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.05% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.92% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 81.17% 91.19%
CHEMBL2096618 P11274 Bcr/Abl fusion protein 80.97% 85.83%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 80.94% 96.39%

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 163083378
LOTUS LTS0118644
wikiData Q105208324