(1S,11S,15S,16R)-7-methoxy-4,14-diazahexacyclo[12.4.3.01,15.04,16.05,10.011,16]henicosa-5(10),6,8,19-tetraen-3-one

Details

• Internal ID: e8b7e013-c403-4c2c-9450-3c28f51482b9
• Taxonomy: Alkaloids and derivatives > Schizozygine alkaloids
• IUPAC Name: (1S,11S,15S,16R)-7-methoxy-4,14-diazahexacyclo[12.4.3.01,15.04,16.05,10.011,16]henicosa-5(10),6,8,19-tetraen-3-one
• InChI: InChI=1S/C20H22N2O2/c1-24-13-3-4-14-15-5-10-21-9-2-6-19-7-8-20(15,18(19)21)22(16(14)11-13)17(23)12-19/h2-4,6,11,15,18H,5,7-10,12H2,1H3/t15-,18-,19-,20+/m0/s1
• InChI Key: SHYHYDUMGTVXAM-MVJPYGJCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂N₂O₂
• Molecular Weight: 322.40 g/mol
• Exact Mass: 322.168127949 g/mol
• Topological Polar Surface Area (TPSA): 32.80 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.69
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9949	99.49%
Caco-2	+	0.8509	85.09%
Blood Brain Barrier	+	0.9446	94.46%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7876	78.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9162	91.62%
OATP1B3 inhibitior	+	0.9482	94.82%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	+	0.7821	78.21%
P-glycoprotein inhibitior	-	0.6362	63.62%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6887	68.87%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	+	0.4387	43.87%
CYP3A4 inhibition	+	0.7884	78.84%
CYP2C9 inhibition	-	0.7210	72.10%
CYP2C19 inhibition	-	0.6526	65.26%
CYP2D6 inhibition	-	0.6259	62.59%
CYP1A2 inhibition	-	0.7365	73.65%
CYP2C8 inhibition	-	0.6869	68.69%
CYP inhibitory promiscuity	-	0.5759	57.59%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5830	58.30%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9872	98.72%
Skin irritation	-	0.7921	79.21%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8940	89.40%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.6291	62.91%
skin sensitisation	-	0.8515	85.15%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5763	57.63%
Acute Oral Toxicity (c)	III	0.5210	52.10%
Estrogen receptor binding	+	0.6981	69.81%
Androgen receptor binding	+	0.6617	66.17%
Thyroid receptor binding	-	0.4895	48.95%
Glucocorticoid receptor binding	+	0.6277	62.77%
Aromatase binding	+	0.6350	63.50%
PPAR gamma	+	0.6854	68.54%
Honey bee toxicity	-	0.8828	88.28%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	-	0.4569	45.69%

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	97.34%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.05%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.33%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.07%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.66%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	92.56%	91.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.28%	95.56%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	90.63%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.86%	97.09%
CHEMBL2581	P07339	Cathepsin D	89.24%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.84%	96.77%
CHEMBL5203	P33316	dUTP pyrophosphatase	88.41%	99.18%
CHEMBL3820	P35557	Hexokinase type IV	87.92%	91.96%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.72%	93.40%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.71%	97.14%
CHEMBL4208	P20618	Proteasome component C5	87.32%	90.00%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	86.61%	90.24%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.37%	97.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.18%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.99%	92.62%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.99%	97.25%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.14%	93.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.04%	86.33%
CHEMBL1907	P15144	Aminopeptidase N	82.47%	93.31%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	82.47%	95.53%
CHEMBL1871	P10275	Androgen Receptor	82.13%	96.43%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.05%	95.89%

Plants that contains it

• Schizozygia coffaeoides

Cross-Links

• PubChem: 101967173
• LOTUS: LTS0079936
• wikiData: Q105253357