dimethyl (1S,9R,16R,18S,21S)-18-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

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	243227eb-9b57-4571-afb4-d530e44e164f
Taxonomy	Alkaloids and derivatives > Aspidofractine alkaloids
IUPAC Name	dimethyl (1S,9R,16R,18S,21S)-18-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
SMILES (Canonical)	COC1=CC=CC2=C1N(C34C25CCN6C5C(CCC6)(CC3)CC4(C(=O)OC)O)C(=O)OC
SMILES (Isomeric)	COC1=CC=CC2=C1N([C@]34[C@]25CCN6[C@H]5[C@](CCC6)(CC3)C[C@]4(C(=O)OC)O)C(=O)OC
InChI	InChI=1S/C24H30N2O6/c1-30-16-7-4-6-15-17(16)26(20(28)32-3)24-10-9-21(14-23(24,29)19(27)31-2)8-5-12-25-13-11-22(15,24)18(21)25/h4,6-7,18,29H,5,8-14H2,1-3H3/t18-,21+,22+,23+,24-/m0/s1
InChI Key	JEKCMGKEQFMXCT-UZZNCIHVSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₄H₃₀N₂O₆
Molecular Weight	442.50 g/mol
Exact Mass	442.21038668 g/mol
Topological Polar Surface Area (TPSA)	88.50 Å²
XlogP	1.90
Atomic LogP (AlogP)	2.21
H-Bond Acceptor	7
H-Bond Donor	1
Rotatable Bonds	2

Synonyms

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There are no found synonyms.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8956	89.56%
Caco-2	+	0.5787	57.87%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6117	61.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9305	93.05%
OATP1B3 inhibitior	+	0.9244	92.44%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7485	74.85%
P-glycoprotein inhibitior	-	0.4554	45.54%
P-glycoprotein substrate	+	0.6647	66.47%
CYP3A4 substrate	+	0.6756	67.56%
CYP2C9 substrate	-	0.7896	78.96%
CYP2D6 substrate	+	0.4648	46.48%
CYP3A4 inhibition	-	0.7137	71.37%
CYP2C9 inhibition	-	0.8301	83.01%
CYP2C19 inhibition	-	0.6891	68.91%
CYP2D6 inhibition	-	0.7424	74.24%
CYP1A2 inhibition	-	0.8469	84.69%
CYP2C8 inhibition	-	0.6138	61.38%
CYP inhibitory promiscuity	-	0.8979	89.79%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5830	58.30%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.9643	96.43%
Skin irritation	-	0.8042	80.42%
Skin corrosion	-	0.9432	94.32%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6770	67.70%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	-	0.5922	59.22%
skin sensitisation	-	0.8837	88.37%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7105	71.05%
Acute Oral Toxicity (c)	III	0.5390	53.90%
Estrogen receptor binding	+	0.6745	67.45%
Androgen receptor binding	+	0.7918	79.18%
Thyroid receptor binding	-	0.5221	52.21%
Glucocorticoid receptor binding	+	0.6464	64.64%
Aromatase binding	+	0.6199	61.99%
PPAR gamma	+	0.5853	58.53%
Honey bee toxicity	-	0.8701	87.01%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.8159	81.59%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	98.87%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.53%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.13%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.44%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.85%	86.33%
CHEMBL4208	P20618	Proteasome component C5	90.83%	90.00%
CHEMBL5028	O14672	ADAM10	89.76%	97.50%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.53%	93.03%
CHEMBL2535	P11166	Glucose transporter	88.37%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.03%	91.11%
CHEMBL205	P00918	Carbonic anhydrase II	83.87%	98.44%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.75%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.15%	97.14%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.