(3S,4S)-4-hydroxy-3-methoxy-1,6-diazatetracyclo[7.6.1.05,16.010,15]hexadeca-5,7,9(16),10,12,14-hexaen-2-one

Details

• Internal ID: 6faa09e5-27af-4ff0-9fe8-61073f4f6b14
• Taxonomy: Alkaloids and derivatives > Indolonaphthyridine alkaloids
• IUPAC Name: (3S,4S)-4-hydroxy-3-methoxy-1,6-diazatetracyclo[7.6.1.05,16.010,15]hexadeca-5,7,9(16),10,12,14-hexaen-2-one
• InChI: InChI=1S/C15H12N2O3/c1-20-14-13(18)11-12-9(6-7-16-11)8-4-2-3-5-10(8)17(12)15(14)19/h2-7,13-14,18H,1H3/t13-,14-/m0/s1
• InChI Key: VEGRUGZMFGLWIS-KBPBESRZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂N₂O₃
• Molecular Weight: 268.27 g/mol
• Exact Mass: 268.08479225 g/mol
• Topological Polar Surface Area (TPSA): 64.40 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.89
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9783	97.83%
Caco-2	+	0.7997	79.97%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6968	69.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9421	94.21%
OATP1B3 inhibitior	+	0.9547	95.47%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7509	75.09%
P-glycoprotein inhibitior	-	0.7903	79.03%
P-glycoprotein substrate	-	0.7206	72.06%
CYP3A4 substrate	+	0.5967	59.67%
CYP2C9 substrate	-	0.8080	80.80%
CYP2D6 substrate	-	0.8545	85.45%
CYP3A4 inhibition	-	0.6743	67.43%
CYP2C9 inhibition	-	0.9057	90.57%
CYP2C19 inhibition	-	0.7019	70.19%
CYP2D6 inhibition	-	0.8640	86.40%
CYP1A2 inhibition	+	0.6272	62.72%
CYP2C8 inhibition	-	0.6644	66.44%
CYP inhibitory promiscuity	-	0.5504	55.04%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5257	52.57%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.8178	81.78%
Skin irritation	-	0.8311	83.11%
Skin corrosion	-	0.9663	96.63%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6990	69.90%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.5803	58.03%
skin sensitisation	-	0.9326	93.26%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6587	65.87%
Nephrotoxicity	-	0.7734	77.34%
Acute Oral Toxicity (c)	III	0.6008	60.08%
Estrogen receptor binding	+	0.5280	52.80%
Androgen receptor binding	+	0.5833	58.33%
Thyroid receptor binding	+	0.5458	54.58%
Glucocorticoid receptor binding	+	0.6100	61.00%
Aromatase binding	+	0.6557	65.57%
PPAR gamma	-	0.5246	52.46%
Honey bee toxicity	-	0.8736	87.36%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	-	0.8480	84.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.85%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.36%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.31%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.45%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.42%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	92.08%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.12%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.94%	86.33%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	84.30%	96.47%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.64%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.77%	91.11%

Plants that contains it

• Eurycoma longifolia

Cross-Links

• PubChem: 162908995
• LOTUS: LTS0026130
• wikiData: Q105284575