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(1S,9R,19S,22R)-5-bromo-22-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 898659f8-6f8e-40b6-abc5-3d5e87452730
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Pyrroloindoles
IUPAC Name (1S,9R,19S,22R)-5-bromo-22-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(CC(C23C4CC(=O)N2C=CC5=NC(=O)NC51N3C6=C4C=CC(=C6)Br)Cl)C
SMILES (Isomeric) CC1(C[C@H]([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)9-14(22)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 KYMPMBARXJWTMI-ANFIAMTQSA-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 (1S,9R,19S,22R)-5-bromo-22-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 + 1.0000 100.00%
Caco-2 - 0.5928 59.28%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability + 0.6286 62.86%
Subcellular localzation Lysosomes 0.4788 47.88%
OATP2B1 inhibitior - 0.7134 71.34%
OATP1B1 inhibitior + 0.8802 88.02%
OATP1B3 inhibitior + 0.9392 93.92%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6718 67.18%
BSEP inhibitior + 0.8617 86.17%
P-glycoprotein inhibitior - 0.6186 61.86%
P-glycoprotein substrate + 0.5477 54.77%
CYP3A4 substrate + 0.6970 69.70%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8592 85.92%
CYP3A4 inhibition - 0.5805 58.05%
CYP2C9 inhibition - 0.5386 53.86%
CYP2C19 inhibition + 0.5565 55.65%
CYP2D6 inhibition - 0.8510 85.10%
CYP1A2 inhibition - 0.5836 58.36%
CYP2C8 inhibition - 0.6052 60.52%
CYP inhibitory promiscuity + 0.5221 52.21%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.6313 63.13%
Carcinogenicity (trinary) Non-required 0.5874 58.74%
Eye corrosion - 0.9766 97.66%
Eye irritation - 0.9914 99.14%
Skin irritation - 0.7733 77.33%
Skin corrosion - 0.9120 91.20%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6570 65.70%
Micronuclear + 0.8200 82.00%
Hepatotoxicity + 0.6107 61.07%
skin sensitisation - 0.8282 82.82%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.5249 52.49%
Acute Oral Toxicity (c) III 0.5542 55.42%
Estrogen receptor binding + 0.6305 63.05%
Androgen receptor binding + 0.7234 72.34%
Thyroid receptor binding + 0.6990 69.90%
Glucocorticoid receptor binding + 0.7477 74.77%
Aromatase binding + 0.6100 61.00%
PPAR gamma + 0.8284 82.84%
Honey bee toxicity - 0.7979 79.79%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.7700 77.00%
Fish aquatic toxicity + 0.9626 96.26%

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 98.19% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.91% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.26% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.47% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.09% 95.56%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 93.30% 93.40%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.94% 94.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 89.80% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.11% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 88.41% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.89% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.32% 95.89%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 85.76% 93.03%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 85.38% 90.24%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 84.85% 91.11%
CHEMBL217 P14416 Dopamine D2 receptor 84.81% 95.62%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.92% 91.24%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.39% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.75% 99.23%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.60% 90.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.50% 100.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.24% 97.33%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 80.16% 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 163066057
LOTUS LTS0267847
wikiData Q105147789