(-)-3-Cyanomethyl-3-hydroxy-1H-indol-2(3H)-one

Details

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Internal ID 0a1380a5-fd71-4b0b-9c25-269b14e2d075
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indolines
IUPAC Name 2-(3-hydroxy-2-oxo-1H-indol-3-yl)acetonitrile
SMILES (Canonical) C1=CC=C2C(=C1)C(C(=O)N2)(CC#N)O
SMILES (Isomeric) C1=CC=C2C(=C1)C(C(=O)N2)(CC#N)O
InChI InChI=1S/C10H8N2O2/c11-6-5-10(14)7-3-1-2-4-8(7)12-9(10)13/h1-4,14H,5H2,(H,12,13)
InChI Key IXOBWMNTICTXOJ-UHFFFAOYSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C10H8N2O2
Molecular Weight 188.18 g/mol
Exact Mass 188.058577502 g/mol
Topological Polar Surface Area (TPSA) 73.10 Ų
XlogP 0.30
Atomic LogP (AlogP) 0.74
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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2-(3-hydroxy-2-oxo-1H-indol-3-yl)acetonitrile
MLS003593147
SCHEMBL16432816
CHEBI:169629
2-(3-hydroxy-2-oxo-2,3-dihydro-1H-indol-3-yl)acetonitrile
SMR002239255
2-(3-hydroxy-2-oxoindolin-3-yl) acetonitrile

2D Structure

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2D Structure of (-)-3-Cyanomethyl-3-hydroxy-1H-indol-2(3H)-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9656 96.56%
Caco-2 + 0.5758 57.58%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability + 0.8571 85.71%
Subcellular localzation Mitochondria 0.6463 64.63%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9270 92.70%
OATP1B3 inhibitior + 0.9462 94.62%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.8588 85.88%
P-glycoprotein inhibitior - 0.9856 98.56%
P-glycoprotein substrate - 0.9289 92.89%
CYP3A4 substrate - 0.5345 53.45%
CYP2C9 substrate - 0.7907 79.07%
CYP2D6 substrate - 0.7546 75.46%
CYP3A4 inhibition - 0.8780 87.80%
CYP2C9 inhibition - 0.8977 89.77%
CYP2C19 inhibition - 0.8533 85.33%
CYP2D6 inhibition - 0.9209 92.09%
CYP1A2 inhibition - 0.8703 87.03%
CYP2C8 inhibition - 0.9358 93.58%
CYP inhibitory promiscuity - 0.6412 64.12%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.6624 66.24%
Eye corrosion - 0.9907 99.07%
Eye irritation + 0.6611 66.11%
Skin irritation - 0.7802 78.02%
Skin corrosion - 0.9389 93.89%
Ames mutagenesis - 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition - 0.9123 91.23%
Micronuclear + 0.8191 81.91%
Hepatotoxicity + 0.5585 55.85%
skin sensitisation - 0.8253 82.53%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.7380 73.80%
Acute Oral Toxicity (c) III 0.5480 54.80%
Estrogen receptor binding - 0.5956 59.56%
Androgen receptor binding + 0.5256 52.56%
Thyroid receptor binding + 0.5668 56.68%
Glucocorticoid receptor binding - 0.6977 69.77%
Aromatase binding - 0.6461 64.61%
PPAR gamma - 0.5453 54.53%
Honey bee toxicity - 0.9382 93.82%
Biodegradation - 0.5250 52.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity - 0.8911 89.11%

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 95.01% 98.95%
CHEMBL4208 P20618 Proteasome component C5 94.31% 90.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.93% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.74% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.73% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.63% 86.33%
CHEMBL2535 P11166 Glucose transporter 80.83% 98.75%
CHEMBL221 P23219 Cyclooxygenase-1 80.23% 90.17%

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.
Brassica oleracea

Cross-Links

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PubChem 11658413
LOTUS LTS0138449
wikiData Q105122319