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4-[2-[2-(Hydroxymethyl)-3-methoxyphenyl]-7-methyl-3-oxobenzo[cd]indol-1-yl]benzoic acid

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 9b5c0a7e-6ebc-4ed7-ad94-f05b4a7ad3ca
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indoles > 2-phenylindoles
IUPAC Name 4-[2-[2-(hydroxymethyl)-3-methoxyphenyl]-7-methyl-3-oxobenzo[cd]indol-1-yl]benzoic acid
SMILES (Canonical) CC1=CC2=C3C(=C1)N(C(=C3C(=O)C=C2)C4=C(C(=CC=C4)OC)CO)C5=CC=C(C=C5)C(=O)O
SMILES (Isomeric) CC1=CC2=C3C(=C1)N(C(=C3C(=O)C=C2)C4=C(C(=CC=C4)OC)CO)C5=CC=C(C=C5)C(=O)O
InChI InChI=1S/C27H21NO5/c1-15-12-17-8-11-22(30)25-24(17)21(13-15)28(18-9-6-16(7-10-18)27(31)32)26(25)19-4-3-5-23(33-2)20(19)14-29/h3-13,29H,14H2,1-2H3,(H,31,32)
InChI Key GWUNFRMZVFMFFE-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H21NO5
Molecular Weight 439.50 g/mol
Exact Mass 439.14197277 g/mol
Topological Polar Surface Area (TPSA) 88.80 Ų
XlogP 4.30
Atomic LogP (AlogP) 5.01
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-[2-[2-(Hydroxymethyl)-3-methoxyphenyl]-7-methyl-3-oxobenzo[cd]indol-1-yl]benzoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9395 93.95%
Caco-2 - 0.6366 63.66%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.5445 54.45%
OATP2B1 inhibitior - 0.8631 86.31%
OATP1B1 inhibitior + 0.8853 88.53%
OATP1B3 inhibitior + 0.9014 90.14%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9005 90.05%
P-glycoprotein inhibitior - 0.4702 47.02%
P-glycoprotein substrate + 0.5073 50.73%
CYP3A4 substrate + 0.6340 63.40%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9000 90.00%
CYP3A4 inhibition - 0.7297 72.97%
CYP2C9 inhibition + 0.5271 52.71%
CYP2C19 inhibition + 0.5847 58.47%
CYP2D6 inhibition - 0.7995 79.95%
CYP1A2 inhibition - 0.5282 52.82%
CYP2C8 inhibition + 0.7849 78.49%
CYP inhibitory promiscuity + 0.7353 73.53%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4318 43.18%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.8833 88.33%
Skin irritation - 0.8447 84.47%
Skin corrosion - 0.9515 95.15%
Ames mutagenesis + 0.5777 57.77%
Human Ether-a-go-go-Related Gene inhibition - 0.6429 64.29%
Micronuclear + 0.8300 83.00%
Hepatotoxicity + 0.5640 56.40%
skin sensitisation - 0.8930 89.30%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.5645 56.45%
Acute Oral Toxicity (c) III 0.6610 66.10%
Estrogen receptor binding + 0.8549 85.49%
Androgen receptor binding + 0.7323 73.23%
Thyroid receptor binding + 0.5261 52.61%
Glucocorticoid receptor binding + 0.8613 86.13%
Aromatase binding + 0.5957 59.57%
PPAR gamma + 0.7447 74.47%
Honey bee toxicity - 0.8785 87.85%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9764 97.64%

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
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.71% 86.33%
CHEMBL2581 P07339 Cathepsin D 97.79% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.79% 95.56%
CHEMBL2535 P11166 Glucose transporter 93.29% 98.75%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 92.44% 87.67%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 92.15% 81.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.70% 96.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 89.49% 96.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.20% 99.17%
CHEMBL2047 Q96RI1 Bile acid receptor FXR 88.74% 96.10%
CHEMBL3192 Q9BY41 Histone deacetylase 8 88.68% 93.99%
CHEMBL1811 P34995 Prostanoid EP1 receptor 88.18% 95.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.13% 89.00%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 87.96% 96.67%
CHEMBL4208 P20618 Proteasome component C5 87.72% 90.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.68% 85.14%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 86.43% 97.21%
CHEMBL1868 P17948 Vascular endothelial growth factor receptor 1 85.69% 96.47%
CHEMBL340 P08684 Cytochrome P450 3A4 84.77% 91.19%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.51% 96.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.59% 99.23%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 83.59% 80.78%
CHEMBL1907 P15144 Aminopeptidase N 82.89% 93.31%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 81.07% 95.17%
CHEMBL3474 P14555 Phospholipase A2 group IIA 80.95% 94.05%
CHEMBL2443 P49862 Kallikrein 7 80.49% 94.00%
CHEMBL5028 O14672 ADAM10 80.44% 97.50%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.22% 93.03%

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 163109160
LOTUS LTS0110244
wikiData Q105022777