2-[2-[7-(3-methylbut-2-enyl)-1H-indol-3-yl]ethylidene]propane-1,3-diol

Details

• Internal ID: 30fb7cf7-6729-44d6-946d-211d6c78815c
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
• IUPAC Name: 2-[2-[7-(3-methylbut-2-enyl)-1H-indol-3-yl]ethylidene]propane-1,3-diol
• SMILES (Canonical): CC(=CCC1=C2C(=CC=C1)C(=CN2)CC=C(CO)CO)C
• SMILES (Isomeric): CC(=CCC1=C2C(=CC=C1)C(=CN2)CC=C(CO)CO)C
• InChI: InChI=1S/C18H23NO2/c1-13(2)6-8-15-4-3-5-17-16(10-19-18(15)17)9-7-14(11-20)12-21/h3-7,10,19-21H,8-9,11-12H2,1-2H3
• InChI Key: KYRRXOVGYOKMQX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₃NO₂
• Molecular Weight: 285.40 g/mol
• Exact Mass: 285.172878976 g/mol
• Topological Polar Surface Area (TPSA): 56.20 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.13
• H-Bond Acceptor: 2
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9928	99.28%
Caco-2	+	0.6724	67.24%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Lysosomes	0.5140	51.40%
OATP2B1 inhibitior	-	0.8510	85.10%
OATP1B1 inhibitior	+	0.9218	92.18%
OATP1B3 inhibitior	+	0.9508	95.08%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7168	71.68%
P-glycoprotein inhibitior	-	0.8063	80.63%
P-glycoprotein substrate	-	0.6627	66.27%
CYP3A4 substrate	-	0.5088	50.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3477	34.77%
CYP3A4 inhibition	-	0.8707	87.07%
CYP2C9 inhibition	-	0.6521	65.21%
CYP2C19 inhibition	-	0.6015	60.15%
CYP2D6 inhibition	-	0.7323	73.23%
CYP1A2 inhibition	+	0.6112	61.12%
CYP2C8 inhibition	-	0.8420	84.20%
CYP inhibitory promiscuity	+	0.5102	51.02%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6227	62.27%
Eye corrosion	-	0.9789	97.89%
Eye irritation	-	0.7002	70.02%
Skin irritation	-	0.7482	74.82%
Skin corrosion	-	0.9007	90.07%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7258	72.58%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.5226	52.26%
skin sensitisation	-	0.7742	77.42%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6098	60.98%
Acute Oral Toxicity (c)	III	0.6356	63.56%
Estrogen receptor binding	+	0.8208	82.08%
Androgen receptor binding	-	0.7345	73.45%
Thyroid receptor binding	+	0.6306	63.06%
Glucocorticoid receptor binding	+	0.7499	74.99%
Aromatase binding	+	0.7707	77.07%
PPAR gamma	+	0.9158	91.58%
Honey bee toxicity	-	0.9145	91.45%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8865	88.65%

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	95.62%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	92.59%	94.73%
CHEMBL2581	P07339	Cathepsin D	91.56%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.35%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.28%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.73%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.28%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	84.20%	91.49%
CHEMBL1829	O15379	Histone deacetylase 3	83.49%	95.00%
CHEMBL1937	Q92769	Histone deacetylase 2	82.90%	94.75%
CHEMBL2535	P11166	Glucose transporter	82.85%	98.75%
CHEMBL3310	Q96DB2	Histone deacetylase 11	82.62%	88.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.94%	93.99%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	81.73%	83.10%

Plants that contains it

• Buchanania cochinchinensis

Cross-Links

• PubChem: 102442725
• NPASS: NPC179845