Indole-3-acetamide

Details

• Internal ID: 2d67ffff-933b-498e-9361-30c4a8e91e8e
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
• IUPAC Name: 2-(1H-indol-3-yl)acetamide
• InChI: InChI=1S/C10H10N2O/c11-10(13)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,12H,5H2,(H2,11,13)
• InChI Key: ZOAMBXDOGPRZLP-UHFFFAOYSA-N
• Popularity: 864 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀N₂O
• Molecular Weight: 174.20 g/mol
• Exact Mass: 174.079312947 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.20
• H-Bond Acceptor: 1
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 879-37-8
• 2-(1H-Indol-3-yl)acetamide
• 3-Indoleacetamide
• Indoleacetamide
• (indol-3-yl)acetamide
• O9SEW65XW3
• DTXSID60236686
• NSC-1969
• CHEBI:16031
• RefChem:148193
• DTXCID90159177
• 212-904-4
• 1H-Indole-3-acetamide
• 3-Indolylacetamide
• MFCD00005641
• 1H-Indol-3-ylacetamide
• 2-(3-Indolyl)acetamide
• 1-Indole-3-acetamide
• NSC 1969
• Indole-3-acetamide (6CI,8CI)
• 2-indol-3-ylacetamide
• TSR
• Auxin amide
• 3-INDOLE ACETAMIDE
• (1H-indol-3-yl)acetamide
• EINECS 212-904-4
• 1H-indol-3-yl-acetamide
• bmse000696
• UNII-O9SEW65XW3
• Indole-3-acetamide, 98%
• Indole-3-acetamide (8CI)
• Oprea1_704903
• SCHEMBL40822
• 879-06-1
• 1H-Indole-3-ethanimidic acid
• orb1302525
• SCHEMBL2825118
• SCHEMBL3447947
• 3-Indolylacetamide;NSC 1969
• 2-(1H-indol-3-yl)-acetamide
• SCHEMBL29376364
• ZOAMBXDOGPRZLP-UHFFFAOYSA-
• NSC1969
• 2-(1H-Indol-3-yl)acetamide #
• HMS1740A02
• HMS3604E11
• BCP27037
• HB0341
• s5610
• SBB055978
• AKOS001129741
• CCG-266389
• CS-W017500
• DB08652
• FI30384
• FS-2701
• HY-W016784
• SB15031
• AC-23418
• SY014237
• DB-011565
• I0668
• NS00039231
• ST51006791
• EN300-74842
• C02693
• 879I378
• F068789
• Q27097844
• Z33546521
• 99FEA035-A073-4863-9F14-923310E3BC45
• InChI=1/C10H10N2O/c11-10(13)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,12H,5H2,(H2,11,13)
• Indole-3-acetamide; 2-(1H-Indol-3-yl)acetamide; 2-(3-Indolyl)acetamide; 3-Indolylacetamide; NSC 1969

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.8799	87.99%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Nucleus	0.3039	30.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9645	96.45%
OATP1B3 inhibitior	+	0.9507	95.07%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7777	77.77%
P-glycoprotein inhibitior	-	0.9875	98.75%
P-glycoprotein substrate	-	0.9403	94.03%
CYP3A4 substrate	-	0.6080	60.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7650	76.50%
CYP3A4 inhibition	-	0.6399	63.99%
CYP2C9 inhibition	-	0.8939	89.39%
CYP2C19 inhibition	-	0.8226	82.26%
CYP2D6 inhibition	-	0.6643	66.43%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.9037	90.37%
CYP inhibitory promiscuity	+	0.5295	52.95%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6485	64.85%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.8004	80.04%
Skin irritation	-	0.8039	80.39%
Skin corrosion	-	0.9551	95.51%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5479	54.79%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.5323	53.23%
skin sensitisation	-	0.9136	91.36%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8390	83.90%
Acute Oral Toxicity (c)	III	0.6623	66.23%
Estrogen receptor binding	-	0.7813	78.13%
Androgen receptor binding	-	0.8851	88.51%
Thyroid receptor binding	-	0.6518	65.18%
Glucocorticoid receptor binding	+	0.6741	67.41%
Aromatase binding	+	0.6965	69.65%
PPAR gamma	+	0.5544	55.44%
Honey bee toxicity	-	0.9531	95.31%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.8300	83.00%
Fish aquatic toxicity	-	0.9050	90.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.64%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.10%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.76%	96.09%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	90.18%	83.10%
CHEMBL2581	P07339	Cathepsin D	85.23%	98.95%
CHEMBL213	P08588	Beta-1 adrenergic receptor	83.19%	95.56%
CHEMBL3310	Q96DB2	Histone deacetylase 11	82.43%	88.56%
CHEMBL221	P23219	Cyclooxygenase-1	82.42%	90.17%
CHEMBL2535	P11166	Glucose transporter	80.43%	98.75%

Plants that contains it

• Pycnarrhena ozantha

Cross-Links

• PubChem: 397
• NPASS: NPC110223
• LOTUS: LTS0200504
• wikiData: Q27097844