methyl (1S,2R,4R,9S,17R,18S,22S)-5-oxo-3-oxa-6,16-diazaheptacyclo[15.2.2.11,6.02,4.09,17.010,15.09,22]docosa-10,12,14-triene-18-carboxylate

Details

• Internal ID: c5e0af5c-4ebd-45c0-aea2-96a0ad867002
• Taxonomy: Alkaloids and derivatives > Aspidofractine alkaloids
• IUPAC Name: methyl (1S,2R,4R,9S,17R,18S,22S)-5-oxo-3-oxa-6,16-diazaheptacyclo[15.2.2.11,6.02,4.09,17.010,15.09,22]docosa-10,12,14-triene-18-carboxylate
• InChI: InChI=1S/C21H22N2O4/c1-26-17(25)12-10-19-6-7-21(12)20(11-4-2-3-5-13(11)22-21)8-9-23(18(19)20)16(24)14-15(19)27-14/h2-5,12,14-15,18,22H,6-10H2,1H3/t12-,14-,15+,18-,19-,20+,21-/m1/s1
• InChI Key: BDBSTVVWBDXWCX-UOADCZNPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂N₂O₄
• Molecular Weight: 366.40 g/mol
• Exact Mass: 366.15795719 g/mol
• Topological Polar Surface Area (TPSA): 71.20 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.44
• 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	+	0.8627	86.27%
Caco-2	+	0.5971	59.71%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Lysosomes	0.4412	44.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8575	85.75%
OATP1B3 inhibitior	+	0.9359	93.59%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.5717	57.17%
P-glycoprotein inhibitior	-	0.7287	72.87%
P-glycoprotein substrate	-	0.5240	52.40%
CYP3A4 substrate	+	0.6632	66.32%
CYP2C9 substrate	-	0.6070	60.70%
CYP2D6 substrate	-	0.7342	73.42%
CYP3A4 inhibition	+	0.6114	61.14%
CYP2C9 inhibition	-	0.5795	57.95%
CYP2C19 inhibition	-	0.5980	59.80%
CYP2D6 inhibition	-	0.7899	78.99%
CYP1A2 inhibition	-	0.6665	66.65%
CYP2C8 inhibition	-	0.7561	75.61%
CYP inhibitory promiscuity	-	0.6660	66.60%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5951	59.51%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9914	99.14%
Skin irritation	-	0.7899	78.99%
Skin corrosion	-	0.9356	93.56%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6500	65.00%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8562	85.62%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.8480	84.80%
Acute Oral Toxicity (c)	III	0.5643	56.43%
Estrogen receptor binding	+	0.7911	79.11%
Androgen receptor binding	+	0.7658	76.58%
Thyroid receptor binding	+	0.5437	54.37%
Glucocorticoid receptor binding	+	0.5943	59.43%
Aromatase binding	+	0.6144	61.44%
PPAR gamma	+	0.5987	59.87%
Honey bee toxicity	-	0.8892	88.92%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.7993	79.93%

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	97.33%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.06%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.59%	85.14%
CHEMBL2581	P07339	Cathepsin D	93.72%	98.95%
CHEMBL4208	P20618	Proteasome component C5	92.51%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.60%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.98%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.88%	86.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	89.75%	93.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.32%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.41%	93.04%
CHEMBL5028	O14672	ADAM10	85.49%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.48%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	80.46%	90.17%

Plants that contains it

• Melodinus reticulatus

Cross-Links

• PubChem: 162914464
• LOTUS: LTS0108357
• wikiData: Q104923793