N-Hydroxyannomontine

Details

• Internal ID: 17dcb993-9efc-4797-ad18-59e13701b7f7
• Taxonomy: Alkaloids and derivatives > Harmala alkaloids
• IUPAC Name: 4-(9-hydroxypyrido[3,4-b]indol-1-yl)pyrimidin-2-amine
• InChI: InChI=1S/C15H11N5O/c16-15-18-8-6-11(19-15)13-14-10(5-7-17-13)9-3-1-2-4-12(9)20(14)21/h1-8,21H,(H2,16,18,19)
• InChI Key: CUDZAZQWOSIPTN-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₁N₅O
• Molecular Weight: 277.28 g/mol
• Exact Mass: 277.09635999 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.47
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 878049-56-0
• CHEMBL481059
• DTXSID20470640
• InChI=1/C15H11N5O/c16-15-18-8-6-11(19-15)13-14-10(5-7-17-13)9-3-1-2-4-12(9)20(14)21/h1-8,21H,(H2,16,18,19

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9785	97.85%
Caco-2	+	0.6735	67.35%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7214	72.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9732	97.32%
OATP1B3 inhibitior	+	0.9421	94.21%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5133	51.33%
P-glycoprotein inhibitior	-	0.7357	73.57%
P-glycoprotein substrate	-	0.7404	74.04%
CYP3A4 substrate	-	0.5367	53.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8851	88.51%
CYP3A4 inhibition	-	0.5307	53.07%
CYP2C9 inhibition	-	0.7702	77.02%
CYP2C19 inhibition	-	0.6457	64.57%
CYP2D6 inhibition	-	0.8286	82.86%
CYP1A2 inhibition	+	0.6479	64.79%
CYP2C8 inhibition	+	0.5797	57.97%
CYP inhibitory promiscuity	+	0.5674	56.74%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8812	88.12%
Carcinogenicity (trinary)	Danger	0.4656	46.56%
Eye corrosion	-	0.9835	98.35%
Eye irritation	-	0.6528	65.28%
Skin irritation	-	0.7073	70.73%
Skin corrosion	-	0.9432	94.32%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7017	70.17%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	+	0.5324	53.24%
skin sensitisation	-	0.8613	86.13%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8586	85.86%
Acute Oral Toxicity (c)	III	0.6159	61.59%
Estrogen receptor binding	+	0.9724	97.24%
Androgen receptor binding	+	0.6857	68.57%
Thyroid receptor binding	+	0.8983	89.83%
Glucocorticoid receptor binding	+	0.9286	92.86%
Aromatase binding	+	0.9500	95.00%
PPAR gamma	+	0.8837	88.37%
Honey bee toxicity	-	0.9407	94.07%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	-	0.4759	47.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.29%	96.09%
CHEMBL251	P29274	Adenosine A2a receptor	91.71%	94.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.26%	89.00%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	87.90%	88.00%
CHEMBL221	P23219	Cyclooxygenase-1	87.75%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.23%	99.23%
CHEMBL3384	Q16512	Protein kinase N1	87.00%	80.71%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.78%	94.62%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	85.80%	96.47%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	85.16%	96.67%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.33%	89.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.98%	91.11%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.20%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.69%	94.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.27%	93.65%

Plants that contains it

• Annona foetida

Cross-Links

• PubChem: 11687726
• LOTUS: LTS0219883
• wikiData: Q82298793