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(1S,3S,4R,5S,6S,8S,19S)-3-chloro-4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.05,19.06,8.010,18.012,17]icosa-10(18),12,14,16-tetraen-19-ol

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 3cd3dfe9-7675-45b8-a3a9-29abf4fe42e1
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
IUPAC Name (1S,3S,4R,5S,6S,8S,19S)-3-chloro-4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.05,19.06,8.010,18.012,17]icosa-10(18),12,14,16-tetraen-19-ol
SMILES (Canonical) CC1(C2CC(C(C3(C2(C4=C(C(C5C3O5)(C)C)NC6=CC=CC1=C64)O)[N+]#[C-])(C)C=C)Cl)C
SMILES (Isomeric) C[C@@]1([C@H](C[C@@H]2[C@]3([C@]1([C@H]4[C@@H](O4)C(C5=C3C6=C(C2(C)C)C=CC=C6N5)(C)C)[N+]#[C-])O)Cl)C=C
InChI InChI=1S/C26H29ClN2O2/c1-8-24(6)16(27)12-15-22(2,3)13-10-9-11-14-17(13)18-19(29-14)23(4,5)20-21(31-20)26(24,28-7)25(15,18)30/h8-11,15-16,20-21,29-30H,1,12H2,2-6H3/t15-,16-,20+,21+,24-,25-,26+/m0/s1
InChI Key LYCKQMCCONKVPQ-ZHOOUNCMSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C26H29ClN2O2
Molecular Weight 437.00 g/mol
Exact Mass 436.1917559 g/mol
Topological Polar Surface Area (TPSA) 52.90 Ų
XlogP 4.70
Atomic LogP (AlogP) 5.18
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,3S,4R,5S,6S,8S,19S)-3-chloro-4-ethenyl-5-isocyano-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.05,19.06,8.010,18.012,17]icosa-10(18),12,14,16-tetraen-19-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9744 97.44%
Caco-2 - 0.6260 62.60%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Lysosomes 0.4434 44.34%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8594 85.94%
OATP1B3 inhibitior + 0.9352 93.52%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8566 85.66%
P-glycoprotein inhibitior - 0.5320 53.20%
P-glycoprotein substrate - 0.5000 50.00%
CYP3A4 substrate + 0.6866 68.66%
CYP2C9 substrate - 0.5935 59.35%
CYP2D6 substrate - 0.8228 82.28%
CYP3A4 inhibition - 0.7313 73.13%
CYP2C9 inhibition - 0.5428 54.28%
CYP2C19 inhibition + 0.5937 59.37%
CYP2D6 inhibition - 0.7647 76.47%
CYP1A2 inhibition - 0.5231 52.31%
CYP2C8 inhibition + 0.6536 65.36%
CYP inhibitory promiscuity + 0.8357 83.57%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.7738 77.38%
Carcinogenicity (trinary) Non-required 0.4934 49.34%
Eye corrosion - 0.9836 98.36%
Eye irritation - 0.9458 94.58%
Skin irritation - 0.7710 77.10%
Skin corrosion - 0.9148 91.48%
Ames mutagenesis + 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4359 43.59%
Micronuclear + 0.7500 75.00%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.7985 79.85%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.5922 59.22%
Acute Oral Toxicity (c) III 0.5116 51.16%
Estrogen receptor binding + 0.8109 81.09%
Androgen receptor binding + 0.7215 72.15%
Thyroid receptor binding + 0.7901 79.01%
Glucocorticoid receptor binding + 0.6654 66.54%
Aromatase binding + 0.7599 75.99%
PPAR gamma + 0.6599 65.99%
Honey bee toxicity - 0.7509 75.09%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.7100 71.00%
Fish aquatic toxicity + 0.9775 97.75%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.26% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.74% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.70% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.93% 95.56%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 89.41% 96.39%
CHEMBL3310 Q96DB2 Histone deacetylase 11 88.47% 88.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.38% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.26% 97.09%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 88.01% 94.62%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.00% 97.25%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 85.31% 85.30%
CHEMBL3401 O75469 Pregnane X receptor 85.28% 94.73%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 83.89% 80.96%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.82% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.68% 100.00%
CHEMBL4530 P00488 Coagulation factor XIII 83.01% 96.00%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 81.59% 85.11%
CHEMBL4208 P20618 Proteasome component C5 81.57% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.16% 86.33%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163190271
LOTUS LTS0013463
wikiData Q105159223