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6-[4-(1H-indol-3-yl)-2-oxobut-3-enylidene]-6a,7,8,9-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-11-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 88349933-da1d-42a6-ad15-8689c21c8c02
Taxonomy Organoheterocyclic compounds > Benzodiazepines > 1,4-benzodiazepines > Pyrrolo[2,1-c][1,4]benzodiazepines
IUPAC Name 6-[4-(1H-indol-3-yl)-2-oxobut-3-enylidene]-6a,7,8,9-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-11-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C24H21N3O2/c28-17(12-11-16-15-25-20-8-3-1-6-18(16)20)14-22-23-10-5-13-27(23)24(29)19-7-2-4-9-21(19)26-22/h1-4,6-9,11-12,14-15,23,25-26H,5,10,13H2
InChI Key NYQWWRQVZXCLIH-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H21N3O2
Molecular Weight 383.40 g/mol
Exact Mass 383.16337692 g/mol
Topological Polar Surface Area (TPSA) 65.20 Ų
XlogP 3.50
Atomic LogP (AlogP) 4.36
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-[4-(1H-indol-3-yl)-2-oxobut-3-enylidene]-6a,7,8,9-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-11-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9871 98.71%
Caco-2 - 0.6885 68.85%
Blood Brain Barrier + 0.8129 81.29%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.8223 82.23%
OATP2B1 inhibitior - 0.8553 85.53%
OATP1B1 inhibitior + 0.8813 88.13%
OATP1B3 inhibitior + 0.9378 93.78%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior + 0.5617 56.17%
BSEP inhibitior + 0.9696 96.96%
P-glycoprotein inhibitior + 0.8474 84.74%
P-glycoprotein substrate - 0.5304 53.04%
CYP3A4 substrate + 0.6896 68.96%
CYP2C9 substrate + 0.6036 60.36%
CYP2D6 substrate - 0.8342 83.42%
CYP3A4 inhibition + 0.8502 85.02%
CYP2C9 inhibition - 0.5986 59.86%
CYP2C19 inhibition - 0.5523 55.23%
CYP2D6 inhibition - 0.6938 69.38%
CYP1A2 inhibition + 0.6433 64.33%
CYP2C8 inhibition - 0.5794 57.94%
CYP inhibitory promiscuity + 0.8920 89.20%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5714 57.14%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.9846 98.46%
Skin irritation - 0.8097 80.97%
Skin corrosion - 0.9477 94.77%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8546 85.46%
Micronuclear + 0.7900 79.00%
Hepatotoxicity - 0.6144 61.44%
skin sensitisation - 0.8972 89.72%
Respiratory toxicity + 0.8889 88.89%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.6520 65.20%
Acute Oral Toxicity (c) III 0.5677 56.77%
Estrogen receptor binding + 0.7962 79.62%
Androgen receptor binding + 0.8528 85.28%
Thyroid receptor binding + 0.5427 54.27%
Glucocorticoid receptor binding + 0.8073 80.73%
Aromatase binding + 0.5973 59.73%
PPAR gamma + 0.7790 77.90%
Honey bee toxicity - 0.8509 85.09%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.8896 88.96%

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 97.79% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.24% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.84% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.18% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.42% 96.09%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 92.69% 93.03%
CHEMBL1902 P62942 FK506-binding protein 1A 91.97% 97.05%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 91.70% 97.64%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.67% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.93% 85.14%
CHEMBL3524 P56524 Histone deacetylase 4 89.54% 92.97%
CHEMBL217 P14416 Dopamine D2 receptor 89.12% 95.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.78% 97.09%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 88.29% 90.71%
CHEMBL333 P08253 Matrix metalloproteinase-2 88.08% 96.31%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 88.02% 92.67%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.75% 95.89%
CHEMBL321 P14780 Matrix metalloproteinase 9 86.71% 92.12%
CHEMBL5805 Q9NR97 Toll-like receptor 8 86.41% 96.25%
CHEMBL221 P23219 Cyclooxygenase-1 85.35% 90.17%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.36% 82.69%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 84.33% 94.78%
CHEMBL213 P08588 Beta-1 adrenergic receptor 84.11% 95.56%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 83.70% 83.00%
CHEMBL1937 Q92769 Histone deacetylase 2 82.45% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.34% 100.00%
CHEMBL228 P31645 Serotonin transporter 82.09% 95.51%
CHEMBL4531 P17931 Galectin-3 81.90% 96.90%
CHEMBL2535 P11166 Glucose transporter 81.67% 98.75%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.81% 90.08%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.70% 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 73802889
LOTUS LTS0228258
wikiData Q104193135