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(1R,9R,16R,18R,21S)-6-[(15R,17S,19R)-15-ethyl-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraen-17-yl]-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3(8),4,6-triene-18-carboxylic acid

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 a3d70104-c984-4559-a7e2-ca4100f12b73
Taxonomy Alkaloids and derivatives > Aspidofractine alkaloids
IUPAC Name (1R,9R,16R,18R,21S)-6-[(15R,17S,19R)-15-ethyl-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraen-17-yl]-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3(8),4,6-triene-18-carboxylic acid
SMILES (Canonical) CCC12CCCN3C1C4=C(CC3)C5=CC=CC=C5N4C(C2)C6=CC7=C(C=C6)NC89C71CCN2C1C(CCC2)(CC8)CC9C(=O)O
SMILES (Isomeric) CC[C@]12CCCN3[C@H]1C4=C(CC3)C5=CC=CC=C5N4[C@@H](C2)C6=CC7=C(C=C6)N[C@]89[C@]71CCN2[C@H]1[C@](CCC2)(CC8)C[C@H]9C(=O)O
InChI InChI=1S/C39H46N4O2/c1-2-36-12-5-17-41-19-11-26-25-7-3-4-8-30(25)43(32(26)33(36)41)31(23-36)24-9-10-29-27(21-24)38-16-20-42-18-6-13-37(35(38)42)14-15-39(38,40-29)28(22-37)34(44)45/h3-4,7-10,21,28,31,33,35,40H,2,5-6,11-20,22-23H2,1H3,(H,44,45)/t28-,31-,33-,35-,36+,37+,38+,39+/m0/s1
InChI Key YKJPOSKZESOFGR-IJOLKIGYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H46N4O2
Molecular Weight 602.80 g/mol
Exact Mass 602.36207672 g/mol
Topological Polar Surface Area (TPSA) 60.70 Ų
XlogP 3.60
Atomic LogP (AlogP) 6.88
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,9R,16R,18R,21S)-6-[(15R,17S,19R)-15-ethyl-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraen-17-yl]-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3(8),4,6-triene-18-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9839 98.39%
Caco-2 - 0.8059 80.59%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.5495 54.95%
OATP2B1 inhibitior - 0.7148 71.48%
OATP1B1 inhibitior + 0.8595 85.95%
OATP1B3 inhibitior + 0.9406 94.06%
MATE1 inhibitior - 0.7818 78.18%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9911 99.11%
P-glycoprotein inhibitior + 0.8283 82.83%
P-glycoprotein substrate + 0.7196 71.96%
CYP3A4 substrate + 0.7169 71.69%
CYP2C9 substrate - 0.6069 60.69%
CYP2D6 substrate - 0.7036 70.36%
CYP3A4 inhibition - 0.7643 76.43%
CYP2C9 inhibition - 0.8351 83.51%
CYP2C19 inhibition - 0.8365 83.65%
CYP2D6 inhibition - 0.7159 71.59%
CYP1A2 inhibition - 0.7925 79.25%
CYP2C8 inhibition + 0.6669 66.69%
CYP inhibitory promiscuity - 0.7762 77.62%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6859 68.59%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9475 94.75%
Skin irritation - 0.7761 77.61%
Skin corrosion - 0.9397 93.97%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8022 80.22%
Micronuclear + 0.7600 76.00%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation - 0.8646 86.46%
Respiratory toxicity + 0.9111 91.11%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.9435 94.35%
Acute Oral Toxicity (c) III 0.5131 51.31%
Estrogen receptor binding + 0.8274 82.74%
Androgen receptor binding + 0.7746 77.46%
Thyroid receptor binding + 0.5510 55.10%
Glucocorticoid receptor binding + 0.7748 77.48%
Aromatase binding + 0.6765 67.65%
PPAR gamma + 0.6862 68.62%
Honey bee toxicity - 0.7916 79.16%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9339 93.39%

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 97.50% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.47% 95.56%
CHEMBL1914 P06276 Butyrylcholinesterase 94.58% 95.00%
CHEMBL2581 P07339 Cathepsin D 94.32% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.98% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.38% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.28% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.17% 97.25%
CHEMBL4208 P20618 Proteasome component C5 91.16% 90.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.43% 97.09%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 89.90% 90.71%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 89.87% 91.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.37% 89.00%
CHEMBL255 P29275 Adenosine A2b receptor 87.90% 98.59%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.38% 99.23%
CHEMBL4302 P08183 P-glycoprotein 1 84.70% 92.98%
CHEMBL217 P14416 Dopamine D2 receptor 84.18% 95.62%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 83.89% 90.95%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 82.97% 96.39%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.60% 92.62%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.85% 95.83%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.75% 94.45%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.63% 97.50%
CHEMBL5028 O14672 ADAM10 80.32% 97.50%

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.
Kopsia dasyrachis

Cross-Links

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PubChem 162992547
LOTUS LTS0102847
wikiData Q105349726