(2Z)-2-hydroxyimino-3-[7-[(1E)-3-methylbuta-1,3-dienyl]-1H-indol-3-yl]propanamide

Details

• Internal ID: ffb1f76b-e87b-414d-a490-637fc5046f00
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Tryptamines and derivatives
• IUPAC Name: (2Z)-2-hydroxyimino-3-[7-[(1E)-3-methylbuta-1,3-dienyl]-1H-indol-3-yl]propanamide
• SMILES (Canonical): CC(=C)C=CC1=C2C(=CC=C1)C(=CN2)CC(=NO)C(=O)N
• SMILES (Isomeric): CC(=C)/C=C/C1=C2C(=CC=C1)C(=CN2)C/C(=N/O)/C(=O)N
• InChI: InChI=1S/C16H17N3O2/c1-10(2)6-7-11-4-3-5-13-12(9-18-15(11)13)8-14(19-21)16(17)20/h3-7,9,18,21H,1,8H2,2H3,(H2,17,20)/b7-6+,19-14-
• InChI Key: YNOVWLONBDRSSK-SUJSHMTESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₇N₃O₂
• Molecular Weight: 283.32 g/mol
• Exact Mass: 283.132076794 g/mol
• Topological Polar Surface Area (TPSA): 91.50 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 2.62
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9605	96.05%
Caco-2	+	0.5159	51.59%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Plasma membrane	0.4383	43.83%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.9034	90.34%
OATP1B3 inhibitior	+	0.9411	94.11%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7621	76.21%
P-glycoprotein inhibitior	-	0.8762	87.62%
P-glycoprotein substrate	-	0.5970	59.70%
CYP3A4 substrate	+	0.5655	56.55%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8545	85.45%
CYP3A4 inhibition	-	0.7646	76.46%
CYP2C9 inhibition	-	0.7298	72.98%
CYP2C19 inhibition	-	0.5502	55.02%
CYP2D6 inhibition	-	0.8455	84.55%
CYP1A2 inhibition	+	0.5083	50.83%
CYP2C8 inhibition	-	0.6877	68.77%
CYP inhibitory promiscuity	+	0.5806	58.06%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7400	74.00%
Carcinogenicity (trinary)	Non-required	0.5573	55.73%
Eye corrosion	-	0.9823	98.23%
Eye irritation	-	0.8997	89.97%
Skin irritation	-	0.7678	76.78%
Skin corrosion	-	0.9319	93.19%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5717	57.17%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8223	82.23%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.5964	59.64%
Acute Oral Toxicity (c)	III	0.5774	57.74%
Estrogen receptor binding	+	0.8084	80.84%
Androgen receptor binding	-	0.6061	60.61%
Thyroid receptor binding	+	0.7729	77.29%
Glucocorticoid receptor binding	+	0.8405	84.05%
Aromatase binding	+	0.8492	84.92%
PPAR gamma	+	0.8211	82.11%
Honey bee toxicity	-	0.8481	84.81%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	-	0.4579	45.79%

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	97.79%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.91%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.11%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.52%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.15%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.43%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.66%	96.00%
CHEMBL3959	P16083	Quinone reductase 2	87.73%	89.49%
CHEMBL3401	O75469	Pregnane X receptor	87.51%	94.73%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	85.07%	83.10%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.83%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101550989
• LOTUS: LTS0171684
• wikiData: Q105351053