(15R,16S,21S)-8,10-dioxa-5,17-diazaoctacyclo[15.5.3.01,16.04,15.04,21.06,14.07,11.015,19]pentacosa-6(14),7(11),12-triene-18,20-dione

Details

• Internal ID: 50da5a56-44d9-4983-a99a-6223bc735163
• Taxonomy: Alkaloids and derivatives > Aspidofractine alkaloids
• IUPAC Name: (15R,16S,21S)-8,10-dioxa-5,17-diazaoctacyclo[15.5.3.01,16.04,15.04,21.06,14.07,11.015,19]pentacosa-6(14),7(11),12-triene-18,20-dione
• SMILES (Canonical): C1CC23CCC45C(C2)C(=O)C6C4(C3N(C1)C6=O)C7=C(N5)C8=C(C=C7)OCO8
• SMILES (Isomeric): C1CC23CCC45[C@H](C2)C(=O)C6[C@]4([C@H]3N(C1)C6=O)C7=C(N5)C8=C(C=C7)OCO8
• InChI: InChI=1S/C21H20N2O4/c24-15-11-8-19-4-1-7-23-17(25)13(15)21(18(19)23)10-2-3-12-16(27-9-26-12)14(10)22-20(11,21)6-5-19/h2-3,11,13,18,22H,1,4-9H2/t11-,13?,18+,19?,20?,21+/m1/s1
• InChI Key: HRBOCZJXSBNTRW-YJZTXBNHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀N₂O₄
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.14230712 g/mol
• Topological Polar Surface Area (TPSA): 67.90 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.82
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9462	94.62%
Caco-2	-	0.5255	52.55%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4088	40.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8889	88.89%
OATP1B3 inhibitior	+	0.9413	94.13%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.4645	46.45%
P-glycoprotein inhibitior	-	0.8167	81.67%
P-glycoprotein substrate	-	0.5940	59.40%
CYP3A4 substrate	+	0.6076	60.76%
CYP2C9 substrate	+	0.7835	78.35%
CYP2D6 substrate	-	0.7609	76.09%
CYP3A4 inhibition	+	0.8686	86.86%
CYP2C9 inhibition	-	0.7249	72.49%
CYP2C19 inhibition	-	0.5883	58.83%
CYP2D6 inhibition	-	0.6481	64.81%
CYP1A2 inhibition	-	0.5619	56.19%
CYP2C8 inhibition	-	0.7732	77.32%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6161	61.61%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.9744	97.44%
Skin irritation	-	0.7823	78.23%
Skin corrosion	-	0.9348	93.48%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6734	67.34%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.5177	51.77%
skin sensitisation	-	0.8447	84.47%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.5979	59.79%
Acute Oral Toxicity (c)	III	0.6221	62.21%
Estrogen receptor binding	+	0.7230	72.30%
Androgen receptor binding	+	0.7838	78.38%
Thyroid receptor binding	-	0.5301	53.01%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.6947	69.47%
PPAR gamma	+	0.6505	65.05%
Honey bee toxicity	-	0.7666	76.66%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8416	84.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.11%	94.45%
CHEMBL240	Q12809	HERG	98.89%	89.76%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	97.14%	93.40%
CHEMBL2581	P07339	Cathepsin D	95.68%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.52%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.11%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.91%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.28%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.10%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.76%	100.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	88.01%	85.30%
CHEMBL4208	P20618	Proteasome component C5	86.97%	90.00%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	86.92%	80.96%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.16%	96.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.70%	93.04%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	84.53%	90.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.58%	89.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.00%	97.28%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	82.78%	82.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.17%	95.89%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	81.75%	90.95%
CHEMBL255	P29275	Adenosine A2b receptor	81.36%	98.59%
CHEMBL3384	Q16512	Protein kinase N1	81.25%	80.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.58%	99.23%

Plants that contains it

• Kopsia dasyrachis

Cross-Links

• PubChem: 100969169
• LOTUS: LTS0027557
• wikiData: Q105032564