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(4aR,5aS,7R,8aR,13aS,15aS,15bR)-7-[(1R,12R,13R,14E,19S,21S)-14-(2-hydroxyethylidene)-9-oxo-8,16-diazahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6,10-tetraen-10-yl]-4a,5,5a,7,8,13a,15,15a,15b,16-decahydro-2H-4,6-methanoindolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinolin-14-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 8f70cf18-7ee2-489e-8dd0-d631a441ac93
Taxonomy Alkaloids and derivatives > Strychnos alkaloids
IUPAC Name (4aR,5aS,7R,8aR,13aS,15aS,15bR)-7-[(1R,12R,13R,14E,19S,21S)-14-(2-hydroxyethylidene)-9-oxo-8,16-diazahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6,10-tetraen-10-yl]-4a,5,5a,7,8,13a,15,15a,15b,16-decahydro-2H-4,6-methanoindolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinolin-14-one
SMILES (Canonical) C1CN2CC(=CCO)C3CC2C14C5C3C=C(C(=O)N5C6=CC=CC=C46)C7CC89C1N7CC2=CCOC3CC(=O)N(C8C3C2C1)C1=CC=CC=C91
SMILES (Isomeric) C1CN2C/C(=C/CO)/[C@@H]3C[C@H]2[C@@]14[C@@H]5[C@@H]3C=C(C(=O)N5C6=CC=CC=C46)[C@H]7C[C@@]89[C@H]1N7CC2=CCO[C@H]3CC(=O)N([C@H]8[C@H]3[C@H]2C1)C1=CC=CC=C91
InChI InChI=1S/C42H42N4O4/c47-13-9-22-20-43-12-11-41-28-5-1-4-8-31(28)46-38(41)26(24(22)16-34(41)43)15-27(40(46)49)32-19-42-29-6-2-3-7-30(29)45-36(48)18-33-37(39(42)45)25-17-35(42)44(32)21-23(25)10-14-50-33/h1-10,15,24-26,32-35,37-39,47H,11-14,16-21H2/b22-9-/t24-,25-,26+,32+,33-,34-,35-,37-,38-,39-,41+,42+/m0/s1
InChI Key MMKIAHOGFMPKCT-RBNQTPQOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H42N4O4
Molecular Weight 666.80 g/mol
Exact Mass 666.32060583 g/mol
Topological Polar Surface Area (TPSA) 76.60 Ų
XlogP 2.50
Atomic LogP (AlogP) 3.70
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4aR,5aS,7R,8aR,13aS,15aS,15bR)-7-[(1R,12R,13R,14E,19S,21S)-14-(2-hydroxyethylidene)-9-oxo-8,16-diazahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6,10-tetraen-10-yl]-4a,5,5a,7,8,13a,15,15a,15b,16-decahydro-2H-4,6-methanoindolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinolin-14-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9651 96.51%
Caco-2 - 0.8150 81.50%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8434 84.34%
OATP2B1 inhibitior - 0.5738 57.38%
OATP1B1 inhibitior + 0.8594 85.94%
OATP1B3 inhibitior + 0.9414 94.14%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior + 0.6000 60.00%
BSEP inhibitior + 0.9909 99.09%
P-glycoprotein inhibitior + 0.8710 87.10%
P-glycoprotein substrate + 0.7043 70.43%
CYP3A4 substrate + 0.7097 70.97%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7690 76.90%
CYP3A4 inhibition - 0.5456 54.56%
CYP2C9 inhibition - 0.8192 81.92%
CYP2C19 inhibition - 0.9039 90.39%
CYP2D6 inhibition - 0.9316 93.16%
CYP1A2 inhibition - 0.8220 82.20%
CYP2C8 inhibition + 0.7084 70.84%
CYP inhibitory promiscuity - 0.8771 87.71%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5372 53.72%
Eye corrosion - 0.9856 98.56%
Eye irritation - 0.9337 93.37%
Skin irritation - 0.7830 78.30%
Skin corrosion - 0.9294 92.94%
Ames mutagenesis - 0.6628 66.28%
Human Ether-a-go-go-Related Gene inhibition + 0.8303 83.03%
Micronuclear + 0.8400 84.00%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.8615 86.15%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.6978 69.78%
Acute Oral Toxicity (c) III 0.3909 39.09%
Estrogen receptor binding + 0.8251 82.51%
Androgen receptor binding + 0.7628 76.28%
Thyroid receptor binding + 0.5351 53.51%
Glucocorticoid receptor binding + 0.6769 67.69%
Aromatase binding - 0.5327 53.27%
PPAR gamma + 0.7459 74.59%
Honey bee toxicity - 0.7000 70.00%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9277 92.77%

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 97.80% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.41% 86.33%
CHEMBL204 P00734 Thrombin 96.24% 96.01%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.11% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.27% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.85% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 93.35% 90.71%
CHEMBL2581 P07339 Cathepsin D 88.31% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.92% 94.45%
CHEMBL217 P14416 Dopamine D2 receptor 84.12% 95.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.32% 95.89%
CHEMBL4208 P20618 Proteasome component C5 81.99% 90.00%
CHEMBL261 P00915 Carbonic anhydrase I 81.69% 96.76%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.53% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.48% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.42% 100.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 81.32% 94.08%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.30% 89.00%

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.
Strychnos icaja

Cross-Links

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PubChem 163191225
LOTUS LTS0025347
wikiData Q105167833