Uvarindole D

Details

• Internal ID: 19b3a078-5e1a-4c7b-b8f8-04621c336c02
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenethylamines > Amphetamines and derivatives
• IUPAC Name: 1,2,2-tris[(2-hydroxyphenyl)methyl]indol-3-one
• SMILES (Canonical): C1=CC=C(C(=C1)CC2(C(=O)C3=CC=CC=C3N2CC4=CC=CC=C4O)CC5=CC=CC=C5O)O
• SMILES (Isomeric): C1=CC=C(C(=C1)CC2(C(=O)C3=CC=CC=C3N2CC4=CC=CC=C4O)CC5=CC=CC=C5O)O
• InChI: InChI=1S/C29H25NO4/c31-25-14-6-1-9-20(25)17-29(18-21-10-2-7-15-26(21)32)28(34)23-12-4-5-13-24(23)30(29)19-22-11-3-8-16-27(22)33/h1-16,31-33H,17-19H2
• InChI Key: DSULLBIAVIBUDG-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₂₅NO₄
• Molecular Weight: 451.50 g/mol
• Exact Mass: 451.17835828 g/mol
• Topological Polar Surface Area (TPSA): 81.00 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.23
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

• 94977-32-9
• DTXSID50241704
• 3H-Indol-3-one, 1,2-dihydro-1,2,2-tris((2-hydroxyphenyl)methyl)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9804	98.04%
Caco-2	-	0.6055	60.55%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8314	83.14%
OATP2B1 inhibitior	-	0.5672	56.72%
OATP1B1 inhibitior	+	0.9215	92.15%
OATP1B3 inhibitior	+	0.9258	92.58%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8317	83.17%
BSEP inhibitior	+	0.7789	77.89%
P-glycoprotein inhibitior	-	0.5589	55.89%
P-glycoprotein substrate	-	0.9114	91.14%
CYP3A4 substrate	-	0.5405	54.05%
CYP2C9 substrate	-	0.6141	61.41%
CYP2D6 substrate	+	0.3889	38.89%
CYP3A4 inhibition	-	0.7861	78.61%
CYP2C9 inhibition	-	0.7239	72.39%
CYP2C19 inhibition	-	0.7341	73.41%
CYP2D6 inhibition	-	0.7143	71.43%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.8694	86.94%
CYP inhibitory promiscuity	+	0.5369	53.69%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9018	90.18%
Carcinogenicity (trinary)	Non-required	0.5572	55.72%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.5841	58.41%
Skin irritation	-	0.7896	78.96%
Skin corrosion	-	0.9514	95.14%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4185	41.85%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.7875	78.75%
skin sensitisation	-	0.8539	85.39%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.6363	63.63%
Acute Oral Toxicity (c)	III	0.6075	60.75%
Estrogen receptor binding	+	0.7163	71.63%
Androgen receptor binding	+	0.7559	75.59%
Thyroid receptor binding	+	0.5171	51.71%
Glucocorticoid receptor binding	+	0.7235	72.35%
Aromatase binding	+	0.5356	53.56%
PPAR gamma	+	0.7796	77.96%
Honey bee toxicity	-	0.9005	90.05%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9542	95.42%

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	96.00%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.29%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.05%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.12%	93.40%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.93%	82.69%
CHEMBL4208	P20618	Proteasome component C5	86.43%	90.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	86.03%	80.78%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.63%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.42%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.68%	96.09%

Plants that contains it

• Uvaria angolensis

Cross-Links

• PubChem: 180620
• LOTUS: LTS0045593
• wikiData: Q83125274