2-(4-chloro-2-methyl-1H-indol-3-yl)acetic acid

Details

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Internal ID 30a9f04b-8606-437f-888b-34b74f02310c
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indolyl carboxylic acids and derivatives > Indole-3-acetic acid derivatives
IUPAC Name 2-(4-chloro-2-methyl-1H-indol-3-yl)acetic acid
SMILES (Canonical) CC1=C(C2=C(N1)C=CC=C2Cl)CC(=O)O
SMILES (Isomeric) CC1=C(C2=C(N1)C=CC=C2Cl)CC(=O)O
InChI InChI=1S/C11H10ClNO2/c1-6-7(5-10(14)15)11-8(12)3-2-4-9(11)13-6/h2-4,13H,5H2,1H3,(H,14,15)
InChI Key DVYFYPAMPUDXFH-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C11H10ClNO2
Molecular Weight 223.65 g/mol
Exact Mass 223.0400063 g/mol
Topological Polar Surface Area (TPSA) 53.10 Ų
XlogP 2.50
Atomic LogP (AlogP) 2.76
H-Bond Acceptor 1
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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6127-20-4
Indole-3-acetic acid, 4-chloro-2-methyl-
DTXSID901272617
methyl 4-chloroindole-3-acetic acid
4-Chloro-2-methyl-1H-indole-3-acetic acid
2-(4-chloro-2-methyl-1H-indol-3-yl)aceticacid

2D Structure

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2D Structure of 2-(4-chloro-2-methyl-1H-indol-3-yl)acetic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.5936 59.36%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability + 0.8286 82.86%
Subcellular localzation Mitochondria 0.4876 48.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8106 81.06%
OATP1B3 inhibitior + 0.9431 94.31%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.7163 71.63%
P-glycoprotein inhibitior - 0.9823 98.23%
P-glycoprotein substrate - 0.9411 94.11%
CYP3A4 substrate - 0.5567 55.67%
CYP2C9 substrate - 0.5969 59.69%
CYP2D6 substrate - 0.8485 84.85%
CYP3A4 inhibition - 0.6766 67.66%
CYP2C9 inhibition - 0.8767 87.67%
CYP2C19 inhibition - 0.6286 62.86%
CYP2D6 inhibition - 0.9334 93.34%
CYP1A2 inhibition + 0.7398 73.98%
CYP2C8 inhibition - 0.5956 59.56%
CYP inhibitory promiscuity - 0.7881 78.81%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.7344 73.44%
Carcinogenicity (trinary) Non-required 0.6142 61.42%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.8193 81.93%
Skin irritation - 0.7711 77.11%
Skin corrosion - 0.9381 93.81%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6784 67.84%
Micronuclear + 0.5374 53.74%
Hepatotoxicity + 0.7250 72.50%
skin sensitisation - 0.8301 83.01%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.7817 78.17%
Acute Oral Toxicity (c) III 0.4524 45.24%
Estrogen receptor binding - 0.7650 76.50%
Androgen receptor binding - 0.5701 57.01%
Thyroid receptor binding - 0.7848 78.48%
Glucocorticoid receptor binding + 0.7114 71.14%
Aromatase binding - 0.6391 63.91%
PPAR gamma + 0.7795 77.95%
Honey bee toxicity - 0.9906 99.06%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5520 55.20%
Fish aquatic toxicity + 0.9159 91.59%

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 96.50% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.67% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 93.52% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.44% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 89.51% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.71% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.81% 86.33%
CHEMBL2216739 Q92523 Carnitine O-palmitoyltransferase 1, muscle isoform 84.30% 88.33%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 82.81% 91.71%
CHEMBL1781 P11387 DNA topoisomerase I 81.91% 97.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.84% 93.03%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.61% 95.50%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.30% 96.95%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.76% 86.92%
CHEMBL2047 Q96RI1 Bile acid receptor FXR 80.28% 96.10%

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.
Vicia faba

Cross-Links

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PubChem 521964
LOTUS LTS0159210
wikiData Q105104550