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6,7-Dihydroxy-3,13,23-triazahexacyclo[14.7.0.02,10.04,9.011,15.017,22]tricosa-1,4,6,8,10,15,17,19,21-nonaene-12,14-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 0d9ecd23-56ce-405c-a926-1b1822b2c7b0
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Carbazoles > Pyrrolocarbazoles > Indolocarbazoles
IUPAC Name 6,7-dihydroxy-3,13,23-triazahexacyclo[14.7.0.02,10.04,9.011,15.017,22]tricosa-1,4,6,8,10,15,17,19,21-nonaene-12,14-dione
SMILES (Canonical) C1=CC=C2C(=C1)C3=C4C(=C5C6=CC(=C(C=C6NC5=C3N2)O)O)C(=O)NC4=O
SMILES (Isomeric) C1=CC=C2C(=C1)C3=C4C(=C5C6=CC(=C(C=C6NC5=C3N2)O)O)C(=O)NC4=O
InChI InChI=1S/C20H11N3O4/c24-11-5-8-10(6-12(11)25)22-18-14(8)16-15(19(26)23-20(16)27)13-7-3-1-2-4-9(7)21-17(13)18/h1-6,21-22,24-25H,(H,23,26,27)
InChI Key BJIPXXAEQIWODL-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C20H11N3O4
Molecular Weight 357.30 g/mol
Exact Mass 357.07495584 g/mol
Topological Polar Surface Area (TPSA) 118.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 3.25
H-Bond Acceptor 4
H-Bond Donor 5
Rotatable Bonds 0

Synonyms

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BDBM50240978
2,3-dihydroxy-6,7,12,13-tetrahydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7-dione
5,6-dihydroxy-8,9-dihydro-1H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-1,3(2H)-dione

2D Structure

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2D Structure of 6,7-Dihydroxy-3,13,23-triazahexacyclo[14.7.0.02,10.04,9.011,15.017,22]tricosa-1,4,6,8,10,15,17,19,21-nonaene-12,14-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9432 94.32%
Caco-2 - 0.7844 78.44%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Mitochondria 0.5583 55.83%
OATP2B1 inhibitior - 0.7058 70.58%
OATP1B1 inhibitior + 0.8960 89.60%
OATP1B3 inhibitior + 0.9439 94.39%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.5511 55.11%
P-glycoprotein inhibitior - 0.8706 87.06%
P-glycoprotein substrate - 0.9187 91.87%
CYP3A4 substrate + 0.5469 54.69%
CYP2C9 substrate - 0.8063 80.63%
CYP2D6 substrate - 0.8664 86.64%
CYP3A4 inhibition - 0.8318 83.18%
CYP2C9 inhibition - 0.9191 91.91%
CYP2C19 inhibition - 0.9247 92.47%
CYP2D6 inhibition - 0.7830 78.30%
CYP1A2 inhibition + 0.8924 89.24%
CYP2C8 inhibition - 0.6161 61.61%
CYP inhibitory promiscuity - 0.8424 84.24%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8843 88.43%
Carcinogenicity (trinary) Non-required 0.6175 61.75%
Eye corrosion - 0.9939 99.39%
Eye irritation - 0.6767 67.67%
Skin irritation - 0.8448 84.48%
Skin corrosion - 0.9633 96.33%
Ames mutagenesis + 0.6936 69.36%
Human Ether-a-go-go-Related Gene inhibition - 0.7038 70.38%
Micronuclear + 0.8500 85.00%
Hepatotoxicity + 0.5625 56.25%
skin sensitisation - 0.9146 91.46%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.5111 51.11%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.6349 63.49%
Acute Oral Toxicity (c) III 0.5252 52.52%
Estrogen receptor binding + 0.7192 71.92%
Androgen receptor binding + 0.8127 81.27%
Thyroid receptor binding - 0.4872 48.72%
Glucocorticoid receptor binding + 0.7646 76.46%
Aromatase binding + 0.6363 63.63%
PPAR gamma + 0.8611 86.11%
Honey bee toxicity - 0.8873 88.73%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.6591 65.91%

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 99.51% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.12% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.03% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 95.69% 91.49%
CHEMBL3192 Q9BY41 Histone deacetylase 8 95.22% 93.99%
CHEMBL2708 Q16584 Mitogen-activated protein kinase kinase kinase 11 93.44% 81.14%
CHEMBL240 Q12809 HERG 92.88% 89.76%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 92.37% 94.62%
CHEMBL2581 P07339 Cathepsin D 92.27% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 90.84% 94.75%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 90.79% 91.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.69% 89.00%
CHEMBL1781 P11387 DNA topoisomerase I 89.64% 97.00%
CHEMBL213 P08588 Beta-1 adrenergic receptor 88.27% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.52% 94.00%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 86.76% 92.67%
CHEMBL255 P29275 Adenosine A2b receptor 86.04% 98.59%
CHEMBL5491 P30291 Serine/threonine-protein kinase WEE1 85.57% 97.46%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 85.23% 94.23%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 85.18% 93.03%
CHEMBL308 P06493 Cyclin-dependent kinase 1 84.86% 91.73%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.09% 99.23%
CHEMBL2535 P11166 Glucose transporter 83.48% 98.75%
CHEMBL4208 P20618 Proteasome component C5 83.19% 90.00%
CHEMBL262 P49841 Glycogen synthase kinase-3 beta 82.19% 95.72%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 81.42% 99.15%

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 11268312
LOTUS LTS0150438
wikiData Q104937113