dimethyl (1R,9R,16R,18S,21S)-5-hydroxy-4-methoxy-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3(8),4,6-triene-2,18-dicarboxylate

Details

• Internal ID: ef5db2a0-3a41-44e2-974e-7fb6df94aa3e
• Taxonomy: Alkaloids and derivatives > Aspidofractine alkaloids
• IUPAC Name: dimethyl (1R,9R,16R,18S,21S)-5-hydroxy-4-methoxy-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3(8),4,6-triene-2,18-dicarboxylate
• InChI: InChI=1S/C24H30N2O6/c1-30-18-16(27)6-5-14-17(18)26(21(29)32-3)24-9-8-22(13-15(24)19(28)31-2)7-4-11-25-12-10-23(14,24)20(22)25/h5-6,15,20,27H,4,7-13H2,1-3H3/t15-,20+,22-,23-,24-/m1/s1
• InChI Key: UTIOUQOTYHBCTG-ZWIVDWJQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₀N₂O₆
• Molecular Weight: 442.50 g/mol
• Exact Mass: 442.21038668 g/mol
• Topological Polar Surface Area (TPSA): 88.50 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.81
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8149	81.49%
Caco-2	+	0.6670	66.70%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7025	70.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8973	89.73%
OATP1B3 inhibitior	+	0.9274	92.74%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.6382	63.82%
P-glycoprotein inhibitior	+	0.5757	57.57%
P-glycoprotein substrate	+	0.5545	55.45%
CYP3A4 substrate	+	0.6749	67.49%
CYP2C9 substrate	-	0.7884	78.84%
CYP2D6 substrate	+	0.4248	42.48%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.7808	78.08%
CYP2C19 inhibition	-	0.5376	53.76%
CYP2D6 inhibition	-	0.6923	69.23%
CYP1A2 inhibition	-	0.7784	77.84%
CYP2C8 inhibition	-	0.6602	66.02%
CYP inhibitory promiscuity	-	0.7626	76.26%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5973	59.73%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.9554	95.54%
Skin irritation	-	0.8089	80.89%
Skin corrosion	-	0.9486	94.86%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3747	37.47%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.5455	54.55%
skin sensitisation	-	0.8870	88.70%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.6142	61.42%
Acute Oral Toxicity (c)	III	0.6129	61.29%
Estrogen receptor binding	+	0.7157	71.57%
Androgen receptor binding	+	0.7541	75.41%
Thyroid receptor binding	-	0.5406	54.06%
Glucocorticoid receptor binding	+	0.6192	61.92%
Aromatase binding	+	0.5563	55.63%
PPAR gamma	+	0.5479	54.79%
Honey bee toxicity	-	0.8389	83.89%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9344	93.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.27%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.99%	96.09%
CHEMBL4208	P20618	Proteasome component C5	91.87%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.61%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.20%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.09%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.27%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.67%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.73%	99.15%
CHEMBL340	P08684	Cytochrome P450 3A4	83.17%	91.19%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.72%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.86%	94.00%
CHEMBL5028	O14672	ADAM10	80.70%	97.50%

Plants that contains it

• Kopsia griffithii

Cross-Links

• PubChem: 163011844
• LOTUS: LTS0052958
• wikiData: Q105278812