methyl (1S,12S,13R,14S)-15-ethylidene-13-(hydroxymethyl)-7-methoxy-3-methyl-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4(9),5,7-tetraene-13-carboxylate

Details

• Internal ID: 5a3916fb-5a26-41aa-a6ed-c50e696b86b9
• Taxonomy: Alkaloids and derivatives > Macroline alkaloids
• IUPAC Name: methyl (1S,12S,13R,14S)-15-ethylidene-13-(hydroxymethyl)-7-methoxy-3-methyl-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4(9),5,7-tetraene-13-carboxylate
• InChI: InChI=1S/C23H28N2O4/c1-5-13-11-25-19-10-17(13)23(12-26,22(27)29-4)20(25)9-16-15-8-14(28-3)6-7-18(15)24(2)21(16)19/h5-8,17,19-20,26H,9-12H2,1-4H3/t17-,19-,20-,23+/m0/s1
• InChI Key: YRBCHUQDMNLZSV-QUZFRVLNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₈N₂O₄
• Molecular Weight: 396.50 g/mol
• Exact Mass: 396.20490738 g/mol
• Topological Polar Surface Area (TPSA): 63.90 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.59
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9031	90.31%
Caco-2	+	0.6876	68.76%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5890	58.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8611	86.11%
OATP1B3 inhibitior	+	0.9250	92.50%
MATE1 inhibitior	-	0.7431	74.31%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9755	97.55%
P-glycoprotein inhibitior	+	0.6824	68.24%
P-glycoprotein substrate	+	0.7376	73.76%
CYP3A4 substrate	+	0.6923	69.23%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	+	0.3548	35.48%
CYP3A4 inhibition	-	0.8334	83.34%
CYP2C9 inhibition	-	0.7987	79.87%
CYP2C19 inhibition	-	0.7708	77.08%
CYP2D6 inhibition	-	0.6690	66.90%
CYP1A2 inhibition	-	0.6664	66.64%
CYP2C8 inhibition	+	0.5088	50.88%
CYP inhibitory promiscuity	+	0.6575	65.75%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5494	54.94%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9589	95.89%
Skin irritation	-	0.7902	79.02%
Skin corrosion	-	0.9419	94.19%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8384	83.84%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8597	85.97%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7073	70.73%
Acute Oral Toxicity (c)	III	0.6836	68.36%
Estrogen receptor binding	+	0.7820	78.20%
Androgen receptor binding	+	0.7284	72.84%
Thyroid receptor binding	+	0.6993	69.93%
Glucocorticoid receptor binding	+	0.7982	79.82%
Aromatase binding	-	0.5062	50.62%
PPAR gamma	+	0.5280	52.80%
Honey bee toxicity	-	0.7817	78.17%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9529	95.29%

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	99.25%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.82%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.64%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	94.56%	95.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.49%	85.14%
CHEMBL4208	P20618	Proteasome component C5	90.80%	90.00%
CHEMBL2581	P07339	Cathepsin D	90.78%	98.95%
CHEMBL255	P29275	Adenosine A2b receptor	89.43%	98.59%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.13%	99.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.71%	93.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.46%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.01%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.18%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.75%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.46%	86.92%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.36%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.03%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	82.98%	91.19%
CHEMBL1951	P21397	Monoamine oxidase A	82.39%	91.49%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.23%	89.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.16%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.13%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.06%	90.17%

Plants that contains it

• Alstonia lanceolifera

Cross-Links

• PubChem: 162911032
• LOTUS: LTS0249791
• wikiData: Q105352703