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(1S,8R,16S,17R)-11,12-dimethoxy-5,15-diazahexacyclo[13.4.2.01,16.05,16.08,17.09,14]henicosa-2,9,11,13-tetraen-21-one

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 dbb0d569-e255-450f-af31-9e1f40f6e324
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives > Aminoquinolines and derivatives
IUPAC Name (1S,8R,16S,17R)-11,12-dimethoxy-5,15-diazahexacyclo[13.4.2.01,16.05,16.08,17.09,14]henicosa-2,9,11,13-tetraen-21-one
SMILES (Canonical) COC1=C(C=C2C(=C1)C3CCN4CC=CC56C4(C3CC5)N2C(=O)C6)OC
SMILES (Isomeric) COC1=C(C=C2C(=C1)[C@@H]3CCN4CC=C[C@]56[C@]4([C@@H]3CC5)N2C(=O)C6)OC
InChI InChI=1S/C21H24N2O3/c1-25-17-10-14-13-5-9-22-8-3-6-20-7-4-15(13)21(20,22)23(19(24)12-20)16(14)11-18(17)26-2/h3,6,10-11,13,15H,4-5,7-9,12H2,1-2H3/t13-,15+,20-,21-/m0/s1
InChI Key BOPPUHZKIKFBHH-GEOUXAIOSA-N
Popularity 7 references in papers

Physical and Chemical Properties

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Molecular Formula C21H24N2O3
Molecular Weight 352.40 g/mol
Exact Mass 352.17869263 g/mol
Topological Polar Surface Area (TPSA) 42.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 2.91
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

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ACon0_001068
ACon1_001344
NCGC00384995-01
BRD-K19075058-001-01-5
NCGC00384995-01_C21H24N2O3_(1S,8R,16S,17R)-11,12-Dimethoxy-5,15-diazahexacyclo[13.4.2.0~1,16~.0~5,16~.0~8,17~.0~9,14~]henicosa-2,9,11,13-tetraen-21-one

2D Structure

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2D Structure of (1S,8R,16S,17R)-11,12-dimethoxy-5,15-diazahexacyclo[13.4.2.01,16.05,16.08,17.09,14]henicosa-2,9,11,13-tetraen-21-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9956 99.56%
Caco-2 + 0.8254 82.54%
Blood Brain Barrier + 0.9250 92.50%
Human oral bioavailability + 0.6857 68.57%
Subcellular localzation Mitochondria 0.8223 82.23%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8984 89.84%
OATP1B3 inhibitior + 0.9443 94.43%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 0.8472 84.72%
P-glycoprotein inhibitior + 0.5857 58.57%
P-glycoprotein substrate - 0.5322 53.22%
CYP3A4 substrate + 0.7024 70.24%
CYP2C9 substrate - 0.8000 80.00%
CYP2D6 substrate - 0.7711 77.11%
CYP3A4 inhibition - 0.7075 70.75%
CYP2C9 inhibition - 0.7307 73.07%
CYP2C19 inhibition - 0.6334 63.34%
CYP2D6 inhibition - 0.7608 76.08%
CYP1A2 inhibition - 0.5546 55.46%
CYP2C8 inhibition - 0.6636 66.36%
CYP inhibitory promiscuity - 0.6446 64.46%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5583 55.83%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9717 97.17%
Skin irritation - 0.8024 80.24%
Skin corrosion - 0.9421 94.21%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8210 82.10%
Micronuclear + 0.6300 63.00%
Hepatotoxicity + 0.5291 52.91%
skin sensitisation - 0.8577 85.77%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity + 0.5599 55.99%
Acute Oral Toxicity (c) III 0.5460 54.60%
Estrogen receptor binding + 0.7097 70.97%
Androgen receptor binding + 0.6729 67.29%
Thyroid receptor binding + 0.5365 53.65%
Glucocorticoid receptor binding + 0.5448 54.48%
Aromatase binding + 0.5460 54.60%
PPAR gamma + 0.5588 55.88%
Honey bee toxicity - 0.8524 85.24%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6900 69.00%
Fish aquatic toxicity - 0.3908 39.08%

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 97.61% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.45% 85.14%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 94.44% 93.40%
CHEMBL241 Q14432 Phosphodiesterase 3A 94.06% 92.94%
CHEMBL2581 P07339 Cathepsin D 92.60% 98.95%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 91.77% 90.24%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 91.29% 91.03%
CHEMBL4208 P20618 Proteasome component C5 91.01% 90.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.70% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.60% 95.56%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 89.99% 89.62%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.38% 94.45%
CHEMBL5203 P33316 dUTP pyrophosphatase 89.14% 99.18%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.35% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.83% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.70% 86.33%
CHEMBL4581 P52732 Kinesin-like protein 1 85.16% 93.18%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.58% 97.25%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.00% 96.77%
CHEMBL1871 P10275 Androgen Receptor 83.77% 96.43%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.32% 92.62%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 83.19% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.06% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.87% 94.00%
CHEMBL3820 P35557 Hexokinase type IV 81.26% 91.96%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.50% 93.03%
CHEMBL2535 P11166 Glucose transporter 80.30% 98.75%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.19% 95.89%

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.
Schizozygia coffaeoides

Cross-Links

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PubChem 23955822
LOTUS LTS0167103
wikiData Q104939383