hyrtinadine A

Details

• Internal ID: 5774bf6f-a622-4300-a391-9c0375444fe6
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Hydroxyindoles
• IUPAC Name: 3-[2-(5-hydroxy-1H-indol-3-yl)pyrimidin-5-yl]-1H-indol-5-ol
• SMILES (Canonical): C1=CC2=C(C=C1O)C(=CN2)C3=CN=C(N=C3)C4=CNC5=C4C=C(C=C5)O
• SMILES (Isomeric): C1=CC2=C(C=C1O)C(=CN2)C3=CN=C(N=C3)C4=CNC5=C4C=C(C=C5)O
• InChI: InChI=1S/C20H14N4O2/c25-12-1-3-18-14(5-12)16(9-21-18)11-7-23-20(24-8-11)17-10-22-19-4-2-13(26)6-15(17)19/h1-10,21-22,25-26H
• InChI Key: BCHVDGBLKXHBKK-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₄N₄O₂
• Molecular Weight: 342.30 g/mol
• Exact Mass: 342.11167570 g/mol
• Topological Polar Surface Area (TPSA): 97.80 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 4.18
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

• 925253-33-4
• 1H-Indol-5-ol, 3-[2-(5-hydroxy-1H-indol-3-yl)-5-pyrimidinyl]-
• U4UQ8DYY65
• CHEMBL426727
• DTXSID70583032
• Q15411028
• 3-(2-(5-Hydroxy-1H-indol-3-yl)-5-pyrimidinyl)-1H-indol-5-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.7978	79.78%
Blood Brain Barrier	+	0.5879	58.79%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5855	58.55%
OATP2B1 inhibitior	-	0.5732	57.32%
OATP1B1 inhibitior	+	0.8885	88.85%
OATP1B3 inhibitior	+	0.9456	94.56%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8106	81.06%
P-glycoprotein inhibitior	-	0.6050	60.50%
P-glycoprotein substrate	-	0.7216	72.16%
CYP3A4 substrate	-	0.5622	56.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7745	77.45%
CYP3A4 inhibition	+	0.5082	50.82%
CYP2C9 inhibition	+	0.7241	72.41%
CYP2C19 inhibition	+	0.6907	69.07%
CYP2D6 inhibition	+	0.6580	65.80%
CYP1A2 inhibition	+	0.9248	92.48%
CYP2C8 inhibition	+	0.8259	82.59%
CYP inhibitory promiscuity	+	0.6625	66.25%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9423	94.23%
Carcinogenicity (trinary)	Non-required	0.5995	59.95%
Eye corrosion	-	0.9945	99.45%
Eye irritation	+	0.5400	54.00%
Skin irritation	-	0.8704	87.04%
Skin corrosion	-	0.9781	97.81%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5465	54.65%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.9291	92.91%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7315	73.15%
Acute Oral Toxicity (c)	III	0.5217	52.17%
Estrogen receptor binding	+	0.9422	94.22%
Androgen receptor binding	+	0.7816	78.16%
Thyroid receptor binding	+	0.8408	84.08%
Glucocorticoid receptor binding	+	0.9064	90.64%
Aromatase binding	+	0.9215	92.15%
PPAR gamma	+	0.8746	87.46%
Honey bee toxicity	-	0.9001	90.01%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	-	0.7685	76.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	98.49%	93.24%
CHEMBL1951	P21397	Monoamine oxidase A	97.90%	91.49%
CHEMBL2535	P11166	Glucose transporter	96.00%	98.75%
CHEMBL242	Q92731	Estrogen receptor beta	94.02%	98.35%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.01%	91.11%
CHEMBL213	P08588	Beta-1 adrenergic receptor	93.42%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.99%	94.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	91.36%	93.10%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	91.03%	89.44%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	89.21%	85.49%
CHEMBL5543	Q9Y463	Dual specificity tyrosine-phosphorylation-regulated kinase 1B	88.87%	94.70%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	88.84%	83.10%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.83%	89.00%
CHEMBL3038469	P24941	CDK2/Cyclin A	88.25%	91.38%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	87.72%	97.23%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	86.82%	82.86%
CHEMBL1937	Q92769	Histone deacetylase 2	86.55%	94.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.51%	85.14%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.78%	94.62%
CHEMBL5443	O00311	Cell division cycle 7-related protein kinase	82.19%	96.11%
CHEMBL2581	P07339	Cathepsin D	81.90%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.85%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.78%	96.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.58%	95.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.20%	99.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.11%	92.94%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.07%	91.71%
CHEMBL2000	P03952	Plasma kallikrein	80.88%	93.92%
CHEMBL2708	Q16584	Mitogen-activated protein kinase kinase kinase 11	80.86%	81.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.55%	95.89%
CHEMBL1781	P11387	DNA topoisomerase I	80.40%	97.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 16115665
• LOTUS: LTS0223059
• wikiData: Q15411028