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methyl (1S,3R,13R,17R,18R)-18-[(1S)-1-hydroxyethyl]-2-oxa-6,16-diazahexacyclo[14.3.1.03,18.05,13.07,12.013,17]icosa-4,7,9,11-tetraene-4-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 1101fca0-6aff-4fed-84ed-15d1314653c4
Taxonomy Alkaloids and derivatives > Aspidospermatan-type alkaloids
IUPAC Name methyl (1S,3R,13R,17R,18R)-18-[(1S)-1-hydroxyethyl]-2-oxa-6,16-diazahexacyclo[14.3.1.03,18.05,13.07,12.013,17]icosa-4,7,9,11-tetraene-4-carboxylate
SMILES (Canonical) CC(C12CC3CN4C1C5(CC4)C6=CC=CC=C6NC5=C(C2O3)C(=O)OC)O
SMILES (Isomeric) C[C@@H]([C@@]12C[C@H]3CN4[C@@H]1[C@@]5(CC4)C6=CC=CC=C6NC5=C([C@@H]2O3)C(=O)OC)O
InChI InChI=1S/C21H24N2O4/c1-11(24)21-9-12-10-23-8-7-20(19(21)23)13-5-3-4-6-14(13)22-16(20)15(17(21)27-12)18(25)26-2/h3-6,11-12,17,19,22,24H,7-10H2,1-2H3/t11-,12-,17-,19+,20-,21+/m0/s1
InChI Key FJFAFXAJZWYPPQ-HXIFXCGTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H24N2O4
Molecular Weight 368.40 g/mol
Exact Mass 368.17360725 g/mol
Topological Polar Surface Area (TPSA) 71.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 1.40
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1S,3R,13R,17R,18R)-18-[(1S)-1-hydroxyethyl]-2-oxa-6,16-diazahexacyclo[14.3.1.03,18.05,13.07,12.013,17]icosa-4,7,9,11-tetraene-4-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8930 89.30%
Caco-2 + 0.7161 71.61%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.6502 65.02%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9049 90.49%
OATP1B3 inhibitior + 0.9402 94.02%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.4702 47.02%
P-glycoprotein inhibitior - 0.7085 70.85%
P-glycoprotein substrate + 0.6609 66.09%
CYP3A4 substrate + 0.7265 72.65%
CYP2C9 substrate - 0.7920 79.20%
CYP2D6 substrate - 0.8144 81.44%
CYP3A4 inhibition - 0.9516 95.16%
CYP2C9 inhibition - 0.8062 80.62%
CYP2C19 inhibition - 0.8648 86.48%
CYP2D6 inhibition - 0.8215 82.15%
CYP1A2 inhibition - 0.6665 66.65%
CYP2C8 inhibition - 0.6267 62.67%
CYP inhibitory promiscuity - 0.8671 86.71%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5916 59.16%
Eye corrosion - 0.9845 98.45%
Eye irritation - 0.9932 99.32%
Skin irritation - 0.7728 77.28%
Skin corrosion - 0.9295 92.95%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4437 44.37%
Micronuclear + 0.8000 80.00%
Hepatotoxicity - 0.5028 50.28%
skin sensitisation - 0.8253 82.53%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity + 0.4598 45.98%
Acute Oral Toxicity (c) III 0.5440 54.40%
Estrogen receptor binding + 0.6258 62.58%
Androgen receptor binding + 0.7248 72.48%
Thyroid receptor binding + 0.5134 51.34%
Glucocorticoid receptor binding + 0.6627 66.27%
Aromatase binding + 0.6180 61.80%
PPAR gamma + 0.6416 64.16%
Honey bee toxicity - 0.8709 87.09%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9283 92.83%

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 99.27% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.74% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.99% 85.14%
CHEMBL2581 P07339 Cathepsin D 95.96% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.67% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.84% 97.14%
CHEMBL4208 P20618 Proteasome component C5 90.26% 90.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 90.03% 90.71%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 87.22% 93.03%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.89% 99.23%
CHEMBL5028 O14672 ADAM10 86.87% 97.50%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 85.55% 91.65%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.58% 100.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.86% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.82% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.01% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.76% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 82.74% 94.73%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 82.05% 94.08%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.67% 86.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.09% 93.56%
CHEMBL2535 P11166 Glucose transporter 80.55% 98.75%
CHEMBL6007 O75762 Transient receptor potential cation channel subfamily A member 1 80.23% 92.17%

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.
Petchia ceylanica

Cross-Links

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PubChem 163023928
LOTUS LTS0049821
wikiData Q104888207