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6-(1H-indol-3-yl)-5,6,6a,7,8,9-hexahydropyrrolo[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 b1ff729a-e3b3-405e-a113-efed19a831ee
Taxonomy Organoheterocyclic compounds > Benzodiazepines > 1,4-benzodiazepines
IUPAC Name 6-(1H-indol-3-yl)-5,6,6a,7,8,9-hexahydropyrrolo[2,1-c][1,4]benzodiazepin-11-one
SMILES (Canonical) C1CC2C(NC3=CC=CC=C3C(=O)N2C1)C4=CNC5=CC=CC=C54
SMILES (Isomeric) C1CC2C(NC3=CC=CC=C3C(=O)N2C1)C4=CNC5=CC=CC=C54
InChI InChI=1S/C20H19N3O/c24-20-14-7-2-4-9-17(14)22-19(18-10-5-11-23(18)20)15-12-21-16-8-3-1-6-13(15)16/h1-4,6-9,12,18-19,21-22H,5,10-11H2
InChI Key CAWZYUQNVABYFN-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H19N3O
Molecular Weight 317.40 g/mol
Exact Mass 317.152812238 g/mol
Topological Polar Surface Area (TPSA) 48.10 Ų
XlogP 3.30
Atomic LogP (AlogP) 3.94
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-(1H-indol-3-yl)-5,6,6a,7,8,9-hexahydropyrrolo[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 + 0.9813 98.13%
Caco-2 + 0.7614 76.14%
Blood Brain Barrier + 0.8038 80.38%
Human oral bioavailability + 0.6286 62.86%
Subcellular localzation Mitochondria 0.6896 68.96%
OATP2B1 inhibitior - 0.8582 85.82%
OATP1B1 inhibitior + 0.8972 89.72%
OATP1B3 inhibitior + 0.9395 93.95%
MATE1 inhibitior - 0.7000 70.00%
OCT2 inhibitior - 0.5133 51.33%
BSEP inhibitior + 0.7716 77.16%
P-glycoprotein inhibitior - 0.5406 54.06%
P-glycoprotein substrate - 0.5632 56.32%
CYP3A4 substrate + 0.6235 62.35%
CYP2C9 substrate + 0.6387 63.87%
CYP2D6 substrate - 0.7516 75.16%
CYP3A4 inhibition + 0.5973 59.73%
CYP2C9 inhibition - 0.6442 64.42%
CYP2C19 inhibition + 0.5512 55.12%
CYP2D6 inhibition - 0.5054 50.54%
CYP1A2 inhibition + 0.7505 75.05%
CYP2C8 inhibition - 0.8079 80.79%
CYP inhibitory promiscuity + 0.9259 92.59%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6875 68.75%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9968 99.68%
Skin irritation - 0.7896 78.96%
Skin corrosion - 0.9470 94.70%
Ames mutagenesis - 0.5854 58.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8668 86.68%
Micronuclear + 0.7300 73.00%
Hepatotoxicity + 0.5948 59.48%
skin sensitisation - 0.9081 90.81%
Respiratory toxicity + 0.9000 90.00%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.4859 48.59%
Acute Oral Toxicity (c) III 0.5593 55.93%
Estrogen receptor binding + 0.7896 78.96%
Androgen receptor binding + 0.6202 62.02%
Thyroid receptor binding - 0.4888 48.88%
Glucocorticoid receptor binding + 0.6406 64.06%
Aromatase binding + 0.7965 79.65%
PPAR gamma + 0.7278 72.78%
Honey bee toxicity - 0.8925 89.25%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.7738 77.38%

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
CHEMBL2581 P07339 Cathepsin D 98.53% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.01% 95.56%
CHEMBL333 P08253 Matrix metalloproteinase-2 96.75% 96.31%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 94.53% 92.67%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 94.08% 93.03%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 91.66% 90.71%
CHEMBL228 P31645 Serotonin transporter 91.53% 95.51%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.41% 82.69%
CHEMBL3310 Q96DB2 Histone deacetylase 11 90.49% 88.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.29% 99.23%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 89.82% 97.64%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 89.37% 93.40%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.29% 95.89%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.86% 96.09%
CHEMBL321 P14780 Matrix metalloproteinase 9 88.85% 92.12%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.58% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.37% 89.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.62% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.17% 97.25%
CHEMBL5103 Q969S8 Histone deacetylase 10 85.93% 90.08%
CHEMBL213 P08588 Beta-1 adrenergic receptor 85.62% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.54% 85.14%
CHEMBL5805 Q9NR97 Toll-like receptor 8 85.32% 96.25%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.56% 95.83%
CHEMBL5203 P33316 dUTP pyrophosphatase 84.20% 99.18%
CHEMBL1937 Q92769 Histone deacetylase 2 84.19% 94.75%
CHEMBL1951 P21397 Monoamine oxidase A 84.16% 91.49%
CHEMBL3524 P56524 Histone deacetylase 4 83.91% 92.97%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 83.16% 83.00%
CHEMBL4531 P17931 Galectin-3 83.06% 96.90%
CHEMBL217 P14416 Dopamine D2 receptor 83.05% 95.62%
CHEMBL264 Q9Y5N1 Histamine H3 receptor 82.74% 91.43%
CHEMBL2535 P11166 Glucose transporter 82.19% 98.75%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 81.74% 96.39%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.89% 100.00%
CHEMBL1902 P62942 FK506-binding protein 1A 80.75% 97.05%

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 14314360
LOTUS LTS0000982
wikiData Q103817504