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(1R,9R,19R,21S)-5-bromo-21-chloro-20,20-dimethyl-2,12,16,18-tetrazahexacyclo[10.10.0.01,9.02,19.03,8.015,19]docosa-3(8),4,6,13,15-pentaene-11,17-dione

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 edd4c285-4d9d-4543-8e4a-7117d7c8b073
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Pyrroloindoles
IUPAC Name (1R,9R,19R,21S)-5-bromo-21-chloro-20,20-dimethyl-2,12,16,18-tetrazahexacyclo[10.10.0.01,9.02,19.03,8.015,19]docosa-3(8),4,6,13,15-pentaene-11,17-dione
SMILES (Canonical) CC1(C(CC23C4CC(=O)N2C=CC5=NC(=O)NC51N3C6=C4C=CC(=C6)Br)Cl)C
SMILES (Isomeric) CC1([C@H](C[C@]23[C@@H]4CC(=O)N2C=CC5=NC(=O)N[C@]51N3C6=C4C=CC(=C6)Br)Cl)C
InChI InChI=1S/C20H18BrClN4O2/c1-18(2)14(22)9-19-12-8-16(27)25(19)6-5-15-20(18,24-17(28)23-15)26(19)13-7-10(21)3-4-11(12)13/h3-7,12,14H,8-9H2,1-2H3,(H,24,28)/t12-,14+,19+,20+/m1/s1
InChI Key JEVYNKSHGQMDPV-FINPGKJESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H18BrClN4O2
Molecular Weight 461.70 g/mol
Exact Mass 460.03017 g/mol
Topological Polar Surface Area (TPSA) 65.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 3.71
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,9R,19R,21S)-5-bromo-21-chloro-20,20-dimethyl-2,12,16,18-tetrazahexacyclo[10.10.0.01,9.02,19.03,8.015,19]docosa-3(8),4,6,13,15-pentaene-11,17-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9965 99.65%
Caco-2 - 0.6167 61.67%
Blood Brain Barrier + 0.9250 92.50%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Lysosomes 0.4862 48.62%
OATP2B1 inhibitior - 0.8532 85.32%
OATP1B1 inhibitior + 0.8753 87.53%
OATP1B3 inhibitior + 0.9392 93.92%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.5319 53.19%
BSEP inhibitior + 0.6584 65.84%
P-glycoprotein inhibitior - 0.6512 65.12%
P-glycoprotein substrate - 0.5187 51.87%
CYP3A4 substrate + 0.6896 68.96%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8592 85.92%
CYP3A4 inhibition - 0.5478 54.78%
CYP2C9 inhibition - 0.5332 53.32%
CYP2C19 inhibition + 0.5346 53.46%
CYP2D6 inhibition - 0.8444 84.44%
CYP1A2 inhibition - 0.6435 64.35%
CYP2C8 inhibition + 0.5275 52.75%
CYP inhibitory promiscuity + 0.5113 51.13%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.6800 68.00%
Carcinogenicity (trinary) Non-required 0.5685 56.85%
Eye corrosion - 0.9783 97.83%
Eye irritation - 0.9884 98.84%
Skin irritation - 0.7707 77.07%
Skin corrosion - 0.9118 91.18%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4479 44.79%
Micronuclear + 0.8300 83.00%
Hepatotoxicity + 0.6054 60.54%
skin sensitisation - 0.8280 82.80%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.4696 46.96%
Acute Oral Toxicity (c) III 0.5475 54.75%
Estrogen receptor binding + 0.6068 60.68%
Androgen receptor binding + 0.7167 71.67%
Thyroid receptor binding + 0.6204 62.04%
Glucocorticoid receptor binding + 0.7370 73.70%
Aromatase binding + 0.6399 63.99%
PPAR gamma + 0.7685 76.85%
Honey bee toxicity - 0.8010 80.10%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.7600 76.00%
Fish aquatic toxicity + 0.9889 98.89%

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 99.30% 94.45%
CHEMBL240 Q12809 HERG 97.56% 89.76%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.99% 96.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 95.13% 93.40%
CHEMBL2581 P07339 Cathepsin D 94.38% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.18% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.53% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.21% 97.09%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 91.93% 92.88%
CHEMBL284 P27487 Dipeptidyl peptidase IV 91.63% 95.69%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 90.35% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.05% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 89.50% 94.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.38% 94.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 88.99% 93.03%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.60% 91.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.17% 95.89%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 86.36% 90.24%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 85.02% 85.30%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.40% 97.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.07% 90.71%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 82.34% 91.11%
CHEMBL238 Q01959 Dopamine transporter 81.12% 95.88%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.10% 100.00%
CHEMBL3310 Q96DB2 Histone deacetylase 11 80.83% 88.56%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 80.45% 96.67%

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 15969978
LOTUS LTS0024158
wikiData Q105126466