methyl (1R,4S,15R,16S,19R)-20-oxo-8,10-dioxa-5,17-diazaheptacyclo[15.4.3.01,16.04,15.06,14.07,11.015,19]tetracosa-6(14),7(11),12,22-tetraene-4-carboxylate

Details

• Internal ID: 4ee4ca34-cd93-4efa-bbd3-d71836e5dd07
• Taxonomy: Alkaloids and derivatives > Aspidofractine alkaloids
• IUPAC Name: methyl (1R,4S,15R,16S,19R)-20-oxo-8,10-dioxa-5,17-diazaheptacyclo[15.4.3.01,16.04,15.06,14.07,11.015,19]tetracosa-6(14),7(11),12,22-tetraene-4-carboxylate
• SMILES (Canonical): COC(=O)C12CCC34CC(=O)C5C1(C3N(C5)CC=C4)C6=C(N2)C7=C(C=C6)OCO7
• SMILES (Isomeric): COC(=O)[C@]12CC[C@]34CC(=O)[C@@H]5[C@]1([C@H]3N(C5)CC=C4)C6=C(N2)C7=C(C=C6)OCO7
• InChI: InChI=1S/C22H22N2O5/c1-27-19(26)21-7-6-20-5-2-8-24-10-13(14(25)9-20)22(21,18(20)24)12-3-4-15-17(16(12)23-21)29-11-28-15/h2-5,13,18,23H,6-11H2,1H3/t13-,18+,20-,21-,22+/m1/s1
• InChI Key: SHHCSRDWKLBJFU-KVCGMVBWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₂N₂O₅
• Molecular Weight: 394.40 g/mol
• Exact Mass: 394.15287181 g/mol
• Topological Polar Surface Area (TPSA): 77.10 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.61
• H-Bond Acceptor: 7
• 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	+	0.9546	95.46%
Caco-2	-	0.5343	53.43%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Lysosomes	0.4968	49.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8995	89.95%
OATP1B3 inhibitior	+	0.9320	93.20%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7654	76.54%
P-glycoprotein inhibitior	-	0.5389	53.89%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6721	67.21%
CYP2C9 substrate	-	0.8077	80.77%
CYP2D6 substrate	-	0.7346	73.46%
CYP3A4 inhibition	+	0.7333	73.33%
CYP2C9 inhibition	-	0.7825	78.25%
CYP2C19 inhibition	-	0.6129	61.29%
CYP2D6 inhibition	-	0.6852	68.52%
CYP1A2 inhibition	-	0.6555	65.55%
CYP2C8 inhibition	-	0.7170	71.70%
CYP inhibitory promiscuity	-	0.6807	68.07%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5399	53.99%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.9858	98.58%
Skin irritation	-	0.7754	77.54%
Skin corrosion	-	0.9322	93.22%
Ames mutagenesis	-	0.6370	63.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3747	37.47%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8316	83.16%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.5583	55.83%
Acute Oral Toxicity (c)	III	0.6338	63.38%
Estrogen receptor binding	+	0.6599	65.99%
Androgen receptor binding	+	0.7895	78.95%
Thyroid receptor binding	-	0.5401	54.01%
Glucocorticoid receptor binding	+	0.6453	64.53%
Aromatase binding	+	0.6061	60.61%
PPAR gamma	+	0.6288	62.88%
Honey bee toxicity	-	0.8242	82.42%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8273	82.73%

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	99.52%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	98.63%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.77%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.56%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.61%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.96%	97.25%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	90.81%	92.88%
CHEMBL2581	P07339	Cathepsin D	90.16%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.46%	97.09%
CHEMBL4208	P20618	Proteasome component C5	88.76%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.45%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.40%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.34%	89.00%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	85.51%	80.96%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.05%	97.28%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.93%	92.62%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.67%	93.04%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.80%	100.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	81.26%	85.30%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.73%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.57%	95.89%
CHEMBL5028	O14672	ADAM10	80.43%	97.50%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	80.20%	90.95%

Plants that contains it

• Kopsia arborea

Cross-Links

• PubChem: 163020272
• LOTUS: LTS0059926
• wikiData: Q105252970