PlantaeDB Logo
Login Sign-up

2-[2-(hydroxymethyl)-3-methoxyphenyl]-1-(1H-indol-5-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

Top
Internal ID 0b9f8fac-e83f-4f3b-8e2e-59d913348ff7
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indoles > 2-phenylindoles
IUPAC Name 2-[2-(hydroxymethyl)-3-methoxyphenyl]-1-(1H-indol-5-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)NC=C6
SMILES (Isomeric) CC1=CC2=C3C(=C1)N(C(=C3C(=O)C=C2)C4=C(C(=CC=C4)OC)CO)C5=CC6=C(C=C5)NC=C6
InChI InChI=1S/C28H22N2O3/c1-16-12-18-6-9-24(32)27-26(18)23(13-16)30(19-7-8-22-17(14-19)10-11-29-22)28(27)20-4-3-5-25(33-2)21(20)15-31/h3-14,29,31H,15H2,1-2H3
InChI Key CHCNVQVEJCLCRP-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
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

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 2-[2-(hydroxymethyl)-3-methoxyphenyl]-1-(1H-indol-5-yl)-7-methylbenzo[cd]indol-3-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9836 98.36%
Caco-2 + 0.5361 53.61%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7741 77.41%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8717 87.17%
OATP1B3 inhibitior + 0.9204 92.04%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9754 97.54%
P-glycoprotein inhibitior + 0.7133 71.33%
P-glycoprotein substrate + 0.6518 65.18%
CYP3A4 substrate + 0.6764 67.64%
CYP2C9 substrate - 0.8038 80.38%
CYP2D6 substrate - 0.8207 82.07%
CYP3A4 inhibition + 0.6322 63.22%
CYP2C9 inhibition + 0.5480 54.80%
CYP2C19 inhibition + 0.7320 73.20%
CYP2D6 inhibition + 0.5418 54.18%
CYP1A2 inhibition + 0.7958 79.58%
CYP2C8 inhibition + 0.7401 74.01%
CYP inhibitory promiscuity + 0.8831 88.31%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.4110 41.10%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9058 90.58%
Skin irritation - 0.8439 84.39%
Skin corrosion - 0.9447 94.47%
Ames mutagenesis + 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6474 64.74%
Micronuclear + 0.8700 87.00%
Hepatotoxicity + 0.5086 50.86%
skin sensitisation - 0.8894 88.94%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.7037 70.37%
Acute Oral Toxicity (c) III 0.6914 69.14%
Estrogen receptor binding + 0.8964 89.64%
Androgen receptor binding + 0.7487 74.87%
Thyroid receptor binding + 0.5736 57.36%
Glucocorticoid receptor binding + 0.8133 81.33%
Aromatase binding + 0.6411 64.11%
PPAR gamma + 0.8457 84.57%
Honey bee toxicity - 0.8349 83.49%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9138 91.38%

Targets

Top

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 98.42% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.97% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.92% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.82% 96.09%
CHEMBL3192 Q9BY41 Histone deacetylase 8 95.50% 93.99%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.44% 86.33%
CHEMBL2535 P11166 Glucose transporter 95.40% 98.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.76% 94.00%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 93.54% 96.67%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 91.63% 93.03%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 91.21% 91.71%
CHEMBL1937 Q92769 Histone deacetylase 2 91.02% 94.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.56% 89.00%
CHEMBL5925 P22413 Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 89.10% 92.38%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 88.27% 96.95%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 87.30% 89.62%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.01% 82.69%
CHEMBL2047 Q96RI1 Bile acid receptor FXR 85.64% 96.10%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.95% 99.23%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 84.61% 91.11%
CHEMBL1907 P15144 Aminopeptidase N 84.55% 93.31%
CHEMBL1868 P17948 Vascular endothelial growth factor receptor 1 83.22% 96.47%
CHEMBL4208 P20618 Proteasome component C5 81.12% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.34% 99.17%

Plants that contains it

Top
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

Top
PubChem 163107854
LOTUS LTS0079666
wikiData Q104958631