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(4R,5R,7R)-5-chloro-4-ethenyl-3-isothiocyanato-4,8,8-trimethyl-14-azatetracyclo[7.6.1.02,7.013,16]hexadeca-1,9(16),10,12-tetraen-15-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 ed04bf0a-7c97-4976-b567-5bfd2987c44d
Taxonomy Organoheterocyclic compounds > Isoindoles and derivatives > Isoindolines > Isoindolones
IUPAC Name (4R,5R,7R)-5-chloro-4-ethenyl-3-isothiocyanato-4,8,8-trimethyl-14-azatetracyclo[7.6.1.02,7.013,16]hexadeca-1,9(16),10,12-tetraen-15-one
SMILES (Canonical) CC1(C2CC(C(C(C2=C3C4=C1C=CC=C4NC3=O)N=C=S)(C)C=C)Cl)C
SMILES (Isomeric) C[C@@]1([C@@H](C[C@H]2C(=C3C4=C(C2(C)C)C=CC=C4NC3=O)C1N=C=S)Cl)C=C
InChI InChI=1S/C21H21ClN2OS/c1-5-21(4)14(22)9-12-16(18(21)23-10-26)17-15-11(20(12,2)3)7-6-8-13(15)24-19(17)25/h5-8,12,14,18H,1,9H2,2-4H3,(H,24,25)/t12-,14+,18?,21-/m0/s1
InChI Key POWOOZMDXKYYOK-WIJIEQGXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H21ClN2OS
Molecular Weight 384.90 g/mol
Exact Mass 384.1063122 g/mol
Topological Polar Surface Area (TPSA) 73.60 Ų
XlogP 5.50
Atomic LogP (AlogP) 4.97
H-Bond Acceptor 3
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 (4R,5R,7R)-5-chloro-4-ethenyl-3-isothiocyanato-4,8,8-trimethyl-14-azatetracyclo[7.6.1.02,7.013,16]hexadeca-1,9(16),10,12-tetraen-15-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9922 99.22%
Caco-2 - 0.5413 54.13%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Lysosomes 0.4573 45.73%
OATP2B1 inhibitior - 0.8572 85.72%
OATP1B1 inhibitior + 0.8712 87.12%
OATP1B3 inhibitior + 0.9393 93.93%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.7841 78.41%
P-glycoprotein inhibitior - 0.6226 62.26%
P-glycoprotein substrate - 0.6160 61.60%
CYP3A4 substrate + 0.6715 67.15%
CYP2C9 substrate - 0.5954 59.54%
CYP2D6 substrate - 0.8892 88.92%
CYP3A4 inhibition + 0.7817 78.17%
CYP2C9 inhibition + 0.6485 64.85%
CYP2C19 inhibition + 0.7125 71.25%
CYP2D6 inhibition - 0.7874 78.74%
CYP1A2 inhibition + 0.6271 62.71%
CYP2C8 inhibition + 0.5307 53.07%
CYP inhibitory promiscuity + 0.9619 96.19%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.5800 58.00%
Carcinogenicity (trinary) Non-required 0.4804 48.04%
Eye corrosion - 0.9705 97.05%
Eye irritation - 0.9898 98.98%
Skin irritation - 0.7405 74.05%
Skin corrosion - 0.9155 91.55%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7580 75.80%
Micronuclear + 0.6500 65.00%
Hepatotoxicity + 0.7375 73.75%
skin sensitisation - 0.7826 78.26%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.5667 56.67%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity + 0.5929 59.29%
Acute Oral Toxicity (c) III 0.5420 54.20%
Estrogen receptor binding + 0.8289 82.89%
Androgen receptor binding + 0.7799 77.99%
Thyroid receptor binding + 0.8567 85.67%
Glucocorticoid receptor binding + 0.7602 76.02%
Aromatase binding + 0.7025 70.25%
PPAR gamma + 0.8483 84.83%
Honey bee toxicity - 0.6314 63.14%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.7500 75.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.39% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.11% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.75% 95.56%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 93.85% 94.62%
CHEMBL2039 P27338 Monoamine oxidase B 92.83% 92.51%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.51% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.79% 97.09%
CHEMBL2581 P07339 Cathepsin D 88.94% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 88.83% 91.49%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 88.69% 92.88%
CHEMBL221 P23219 Cyclooxygenase-1 88.62% 90.17%
CHEMBL222 P23975 Norepinephrine transporter 87.83% 96.06%
CHEMBL262 P49841 Glycogen synthase kinase-3 beta 85.67% 95.72%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 85.64% 94.23%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 85.46% 94.08%
CHEMBL2996 Q05655 Protein kinase C delta 84.90% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.68% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.43% 100.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.73% 93.03%
CHEMBL228 P31645 Serotonin transporter 83.26% 95.51%
CHEMBL4208 P20618 Proteasome component C5 82.19% 90.00%
CHEMBL240 Q12809 HERG 80.01% 89.76%

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 163186236
LOTUS LTS0118860
wikiData Q104202971