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11-hydroxy-2,3,8,9-tetrahydro-1H-indolo[2,3-a]pyrrolo[3,4-c]carbazol-1-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 924c41c5-8fce-44a0-9559-93e0136e2ff1
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Carbazoles > Pyrrolocarbazoles > Indolocarbazoles
IUPAC Name 6-hydroxy-3,13,23-triazahexacyclo[14.7.0.02,10.04,9.011,15.017,22]tricosa-1,4(9),5,7,10,15,17,19,21-nonaen-12-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C20H13N3O2/c24-9-5-6-11-14(7-9)23-19-16(11)17-12(8-21-20(17)25)15-10-3-1-2-4-13(10)22-18(15)19/h1-7,22-24H,8H2,(H,21,25)
InChI Key GMSWOSYARKHCHX-UHFFFAOYSA-N
Popularity 6 references in papers

Physical and Chemical Properties

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Molecular Formula C20H13N3O2
Molecular Weight 327.30 g/mol
Exact Mass 327.100776666 g/mol
Topological Polar Surface Area (TPSA) 80.90 Ų
XlogP 3.30
Atomic LogP (AlogP) 3.90
H-Bond Acceptor 2
H-Bond Donor 4
Rotatable Bonds 0

Synonyms

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BDBM50240964
11-hydroxy-2,3,8,9-tetrahydro-1H-indolo[2,3-a]pyrrolo[3,4-c]carbazol-1-one
2-hydroxy-6,7,12,13-tetrahydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazol-5-one

2D Structure

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2D Structure of 11-hydroxy-2,3,8,9-tetrahydro-1H-indolo[2,3-a]pyrrolo[3,4-c]carbazol-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9886 98.86%
Caco-2 - 0.6337 63.37%
Blood Brain Barrier + 0.8379 83.79%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7138 71.38%
OATP2B1 inhibitior - 0.5737 57.37%
OATP1B1 inhibitior + 0.8761 87.61%
OATP1B3 inhibitior + 0.9485 94.85%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.7508 75.08%
P-glycoprotein inhibitior - 0.8370 83.70%
P-glycoprotein substrate - 0.6077 60.77%
CYP3A4 substrate + 0.5580 55.80%
CYP2C9 substrate - 0.8054 80.54%
CYP2D6 substrate - 0.8653 86.53%
CYP3A4 inhibition - 0.9071 90.71%
CYP2C9 inhibition - 0.7132 71.32%
CYP2C19 inhibition - 0.8279 82.79%
CYP2D6 inhibition - 0.7040 70.40%
CYP1A2 inhibition + 0.8515 85.15%
CYP2C8 inhibition + 0.6473 64.73%
CYP inhibitory promiscuity - 0.5067 50.67%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.6270 62.70%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.8238 82.38%
Skin irritation - 0.8247 82.47%
Skin corrosion - 0.9593 95.93%
Ames mutagenesis + 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6637 66.37%
Micronuclear + 0.7700 77.00%
Hepatotoxicity + 0.6000 60.00%
skin sensitisation - 0.8727 87.27%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.6929 69.29%
Acute Oral Toxicity (c) III 0.5605 56.05%
Estrogen receptor binding + 0.8894 88.94%
Androgen receptor binding + 0.8658 86.58%
Thyroid receptor binding + 0.6159 61.59%
Glucocorticoid receptor binding + 0.7947 79.47%
Aromatase binding + 0.7809 78.09%
PPAR gamma + 0.9470 94.70%
Honey bee toxicity - 0.8853 88.53%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity - 0.7263 72.63%

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 99.56% 91.11%
CHEMBL2708 Q16584 Mitogen-activated protein kinase kinase kinase 11 98.79% 81.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.53% 94.45%
CHEMBL2581 P07339 Cathepsin D 95.99% 98.95%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 95.07% 91.79%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.54% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.28% 89.00%
CHEMBL240 Q12809 HERG 93.96% 89.76%
CHEMBL3192 Q9BY41 Histone deacetylase 8 93.95% 93.99%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 93.68% 92.67%
CHEMBL1951 P21397 Monoamine oxidase A 92.63% 91.49%
CHEMBL2535 P11166 Glucose transporter 91.35% 98.75%
CHEMBL2292 Q13627 Dual-specificity tyrosine-phosphorylation regulated kinase 1A 90.78% 93.24%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 90.35% 91.71%
CHEMBL1781 P11387 DNA topoisomerase I 89.99% 97.00%
CHEMBL255 P29275 Adenosine A2b receptor 88.28% 98.59%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 86.30% 95.64%
CHEMBL213 P08588 Beta-1 adrenergic receptor 86.21% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.75% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.18% 96.09%
CHEMBL4208 P20618 Proteasome component C5 84.52% 90.00%
CHEMBL3310 Q96DB2 Histone deacetylase 11 84.45% 88.56%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 84.41% 83.10%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 82.92% 96.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 81.61% 94.62%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.96% 94.80%
CHEMBL3788 O00444 Serine/threonine-protein kinase PLK4 80.61% 83.65%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.44% 93.03%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
There are no matching plants.

Cross-Links

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PubChem 11232674
LOTUS LTS0270603
wikiData Q77569762