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(1R,3R,4R,5R,6R,8S,19R)-3-chloro-4-ethenyl-4,9,9,20,20-pentamethyl-5-(methylideneamino)-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 6ea4de71-5c1c-44a6-be92-720899860e0f
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
IUPAC Name (1R,3R,4R,5R,6R,8S,19R)-3-chloro-4-ethenyl-4,9,9,20,20-pentamethyl-5-(methylideneamino)-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/C26H31ClN2O2/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,1,7,12H2,2-6H3/t15-,16-,20-,21+,24+,25-,26+/m1/s1
InChI Key MKRVHEXNGFBKJC-CXGOSFSJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H31ClN2O2
Molecular Weight 439.00 g/mol
Exact Mass 438.2074059 g/mol
Topological Polar Surface Area (TPSA) 60.90 Ų
XlogP 6.10
Atomic LogP (AlogP) 4.96
H-Bond Acceptor 3
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 (1R,3R,4R,5R,6R,8S,19R)-3-chloro-4-ethenyl-4,9,9,20,20-pentamethyl-5-(methylideneamino)-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 + 0.9876 98.76%
Caco-2 - 0.6540 65.40%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Lysosomes 0.4182 41.82%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8466 84.66%
OATP1B3 inhibitior + 0.9365 93.65%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.5987 59.87%
P-glycoprotein inhibitior - 0.4689 46.89%
P-glycoprotein substrate - 0.5337 53.37%
CYP3A4 substrate + 0.6856 68.56%
CYP2C9 substrate - 0.5904 59.04%
CYP2D6 substrate - 0.7809 78.09%
CYP3A4 inhibition - 0.6793 67.93%
CYP2C9 inhibition - 0.5360 53.60%
CYP2C19 inhibition + 0.6176 61.76%
CYP2D6 inhibition - 0.7360 73.60%
CYP1A2 inhibition + 0.5158 51.58%
CYP2C8 inhibition + 0.5798 57.98%
CYP inhibitory promiscuity + 0.8875 88.75%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.8138 81.38%
Carcinogenicity (trinary) Non-required 0.5218 52.18%
Eye corrosion - 0.9837 98.37%
Eye irritation - 0.9398 93.98%
Skin irritation - 0.7675 76.75%
Skin corrosion - 0.9138 91.38%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4179 41.79%
Micronuclear + 0.7100 71.00%
Hepatotoxicity + 0.5125 51.25%
skin sensitisation - 0.7870 78.70%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.4910 49.10%
Acute Oral Toxicity (c) III 0.5088 50.88%
Estrogen receptor binding + 0.8180 81.80%
Androgen receptor binding + 0.7053 70.53%
Thyroid receptor binding + 0.7815 78.15%
Glucocorticoid receptor binding + 0.6448 64.48%
Aromatase binding + 0.7579 75.79%
PPAR gamma + 0.6563 65.63%
Honey bee toxicity - 0.7430 74.30%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6900 69.00%
Fish aquatic toxicity + 0.9799 97.99%

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 99.38% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.09% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.10% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.93% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.72% 97.09%
CHEMBL240 Q12809 HERG 89.17% 89.76%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 88.72% 94.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.15% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 86.36% 94.73%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.83% 100.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 85.06% 94.08%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.38% 95.89%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 84.25% 96.39%
CHEMBL4530 P00488 Coagulation factor XIII 84.05% 96.00%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 84.03% 85.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.91% 86.33%
CHEMBL3310 Q96DB2 Histone deacetylase 11 83.54% 88.56%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 83.00% 85.30%
CHEMBL4208 P20618 Proteasome component C5 82.79% 90.00%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 82.78% 80.96%
CHEMBL1951 P21397 Monoamine oxidase A 82.56% 91.49%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.80% 97.25%
CHEMBL2996 Q05655 Protein kinase C delta 80.07% 97.79%

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 163193894
LOTUS LTS0024193
wikiData Q105166176