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2-[2-(hydroxymethyl)-3-methoxyphenyl]-1-(1H-indol-6-yl)-7-methylbenzo[cd]indol-3-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 3302a9b4-db9b-4396-9f2f-f055efc58d1a
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indoles > 2-phenylindoles
IUPAC Name 2-[2-(hydroxymethyl)-3-methoxyphenyl]-1-(1H-indol-6-yl)-7-methylbenzo[cd]indol-3-one
SMILES (Canonical) CC1=CC2=C3C(=C1)N(C(=C3C(=O)C=C2)C4=C(C(=CC=C4)OC)CO)C5=CC6=C(C=C5)C=CN6
SMILES (Isomeric) CC1=CC2=C3C(=C1)N(C(=C3C(=O)C=C2)C4=C(C(=CC=C4)OC)CO)C5=CC6=C(C=C5)C=CN6
InChI InChI=1S/C28H22N2O3/c1-16-12-18-7-9-24(32)27-26(18)23(13-16)30(19-8-6-17-10-11-29-22(17)14-19)28(27)20-4-3-5-25(33-2)21(20)15-31/h3-14,29,31H,15H2,1-2H3
InChI Key WHKFKJWVNCVOLZ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H22N2O3
Molecular Weight 434.50 g/mol
Exact Mass 434.16304257 g/mol
Topological Polar Surface Area (TPSA) 67.20 Ų
XlogP 4.90
Atomic LogP (AlogP) 5.80
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[2-(hydroxymethyl)-3-methoxyphenyl]-1-(1H-indol-6-yl)-7-methylbenzo[cd]indol-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9831 98.31%
Caco-2 + 0.6083 60.83%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.7644 76.44%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8811 88.11%
OATP1B3 inhibitior + 0.9232 92.32%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9645 96.45%
P-glycoprotein inhibitior + 0.7389 73.89%
P-glycoprotein substrate + 0.6481 64.81%
CYP3A4 substrate + 0.6738 67.38%
CYP2C9 substrate - 0.8038 80.38%
CYP2D6 substrate - 0.8207 82.07%
CYP3A4 inhibition + 0.7061 70.61%
CYP2C9 inhibition + 0.5632 56.32%
CYP2C19 inhibition + 0.7145 71.45%
CYP2D6 inhibition + 0.5540 55.40%
CYP1A2 inhibition + 0.7924 79.24%
CYP2C8 inhibition + 0.7012 70.12%
CYP inhibitory promiscuity + 0.9032 90.32%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.4232 42.32%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9025 90.25%
Skin irritation - 0.8420 84.20%
Skin corrosion - 0.9466 94.66%
Ames mutagenesis + 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7063 70.63%
Micronuclear + 0.9100 91.00%
Hepatotoxicity + 0.5035 50.35%
skin sensitisation - 0.8905 89.05%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.7637 76.37%
Acute Oral Toxicity (c) III 0.7014 70.14%
Estrogen receptor binding + 0.9013 90.13%
Androgen receptor binding + 0.8166 81.66%
Thyroid receptor binding + 0.6105 61.05%
Glucocorticoid receptor binding + 0.8466 84.66%
Aromatase binding + 0.6785 67.85%
PPAR gamma + 0.8183 81.83%
Honey bee toxicity - 0.8529 85.29%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9238 92.38%

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 98.49% 98.95%
CHEMBL3192 Q9BY41 Histone deacetylase 8 98.12% 93.99%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.93% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.80% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.62% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 94.61% 94.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.50% 94.00%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 93.83% 96.67%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 92.60% 93.03%
CHEMBL2535 P11166 Glucose transporter 90.86% 98.75%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 90.47% 96.95%
CHEMBL5925 P22413 Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 90.46% 92.38%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.07% 89.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 88.36% 89.62%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 87.92% 91.71%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.32% 85.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.73% 82.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.72% 99.23%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 85.51% 80.78%
CHEMBL4208 P20618 Proteasome component C5 84.64% 90.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.37% 96.21%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.72% 97.21%
CHEMBL1868 P17948 Vascular endothelial growth factor receptor 1 81.67% 96.47%
CHEMBL1907 P15144 Aminopeptidase N 81.49% 93.31%
CHEMBL3474 P14555 Phospholipase A2 group IIA 81.26% 94.05%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.78% 99.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 80.75% 91.11%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 80.17% 96.39%

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 163114827
LOTUS LTS0050463
wikiData Q105305376