Malassezione

Details

• Internal ID: 105f8030-36ed-41f3-9130-56a44d0dba58
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
• IUPAC Name: 1,3-bis(1H-indol-3-yl)propan-2-one
• SMILES (Canonical): C1=CC=C2C(=C1)C(=CN2)CC(=O)CC3=CNC4=CC=CC=C43
• SMILES (Isomeric): C1=CC=C2C(=C1)C(=CN2)CC(=O)CC3=CNC4=CC=CC=C43
• InChI: InChI=1S/C19H16N2O/c22-15(9-13-11-20-18-7-3-1-5-16(13)18)10-14-12-21-19-8-4-2-6-17(14)19/h1-8,11-12,20-21H,9-10H2
• InChI Key: OULRFLUQRMGBEN-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₆N₂O
• Molecular Weight: 288.30 g/mol
• Exact Mass: 288.126263138 g/mol
• Topological Polar Surface Area (TPSA): 48.60 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 4.00
• H-Bond Acceptor: 1
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• RefChem:155366
• Malassezione
• Malabetaezione
• 1,3-bis(1H-indol-3-yl)propan-2-one
• 1,3-bis(indol-3-yl)acetone
• SCHEMBL21479833
• SCHEMBL29407882
• CHEBI:210142

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	+	0.6466	64.66%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6547	65.47%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.9588	95.88%
OATP1B3 inhibitior	+	0.9517	95.17%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8630	86.30%
P-glycoprotein inhibitior	-	0.7216	72.16%
P-glycoprotein substrate	-	0.9700	97.00%
CYP3A4 substrate	-	0.5924	59.24%
CYP2C9 substrate	-	0.7928	79.28%
CYP2D6 substrate	+	0.3787	37.87%
CYP3A4 inhibition	+	0.6001	60.01%
CYP2C9 inhibition	+	0.5784	57.84%
CYP2C19 inhibition	+	0.6740	67.40%
CYP2D6 inhibition	+	0.7305	73.05%
CYP1A2 inhibition	+	0.8026	80.26%
CYP2C8 inhibition	-	0.9046	90.46%
CYP inhibitory promiscuity	+	0.9057	90.57%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6244	62.44%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.7952	79.52%
Skin irritation	-	0.7478	74.78%
Skin corrosion	-	0.9496	94.96%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7498	74.98%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.5573	55.73%
skin sensitisation	-	0.8662	86.62%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7551	75.51%
Acute Oral Toxicity (c)	III	0.6941	69.41%
Estrogen receptor binding	+	0.9627	96.27%
Androgen receptor binding	-	0.6408	64.08%
Thyroid receptor binding	+	0.5270	52.70%
Glucocorticoid receptor binding	+	0.7318	73.18%
Aromatase binding	+	0.8429	84.29%
PPAR gamma	+	0.7195	71.95%
Honey bee toxicity	-	0.9509	95.09%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	-	0.7021	70.21%

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	98.24%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.02%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.66%	96.09%
CHEMBL3310	Q96DB2	Histone deacetylase 11	86.10%	88.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.87%	94.62%
CHEMBL2581	P07339	Cathepsin D	85.79%	98.95%
CHEMBL2535	P11166	Glucose transporter	81.87%	98.75%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	80.82%	83.10%

Plants that contains it

• Salvia clevelandii
• Xanthium strumarium

Cross-Links

• PubChem: 11483104
• NPASS: NPC247726
• LOTUS: LTS0062186
• wikiData: Q104193750