(10S)-3,5,17-trimethoxy-11-methyl-11-azatetracyclo[8.7.1.02,7.014,18]octadeca-1(18),2,4,6,14,16-hexaene-4,16-diol

Details

• Internal ID: 1e8a6cd2-9051-4ef1-8473-2e96a77d31d0
• Taxonomy: Alkaloids and derivatives > Homoaporphines
• IUPAC Name: (10S)-3,5,17-trimethoxy-11-methyl-11-azatetracyclo[8.7.1.02,7.014,18]octadeca-1(18),2,4,6,14,16-hexaene-4,16-diol
• SMILES (Canonical): CN1CCC2=CC(=C(C3=C2C1CCC4=CC(=C(C(=C43)OC)O)OC)OC)O
• SMILES (Isomeric): CN1CCC2=CC(=C(C3=C2[C@@H]1CCC4=CC(=C(C(=C43)OC)O)OC)OC)O
• InChI: InChI=1S/C21H25NO5/c1-22-8-7-12-9-14(23)20(26-3)18-16(12)13(22)6-5-11-10-15(25-2)19(24)21(27-4)17(11)18/h9-10,13,23-24H,5-8H2,1-4H3/t13-/m0/s1
• InChI Key: XIAFHEPVPAAURO-ZDUSSCGKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₅NO₅
• Molecular Weight: 371.40 g/mol
• Exact Mass: 371.17327290 g/mol
• Topological Polar Surface Area (TPSA): 71.40 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.27
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7484	74.84%
Caco-2	+	0.8923	89.23%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4537	45.37%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.9368	93.68%
OATP1B3 inhibitior	+	0.9408	94.08%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.5982	59.82%
P-glycoprotein inhibitior	-	0.7770	77.70%
P-glycoprotein substrate	-	0.6173	61.73%
CYP3A4 substrate	+	0.6066	60.66%
CYP2C9 substrate	+	0.7825	78.25%
CYP2D6 substrate	+	0.8432	84.32%
CYP3A4 inhibition	-	0.8863	88.63%
CYP2C9 inhibition	-	0.9284	92.84%
CYP2C19 inhibition	-	0.8895	88.95%
CYP2D6 inhibition	+	0.5673	56.73%
CYP1A2 inhibition	+	0.6903	69.03%
CYP2C8 inhibition	-	0.6835	68.35%
CYP inhibitory promiscuity	-	0.9572	95.72%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6949	69.49%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9224	92.24%
Skin irritation	-	0.7749	77.49%
Skin corrosion	-	0.9342	93.42%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7039	70.39%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8842	88.42%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.9299	92.99%
Acute Oral Toxicity (c)	III	0.6174	61.74%
Estrogen receptor binding	+	0.5694	56.94%
Androgen receptor binding	+	0.5578	55.78%
Thyroid receptor binding	+	0.6147	61.47%
Glucocorticoid receptor binding	+	0.7654	76.54%
Aromatase binding	-	0.5149	51.49%
PPAR gamma	+	0.6564	65.64%
Honey bee toxicity	-	0.8821	88.21%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9049	90.49%

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	98.70%	96.09%
CHEMBL217	P14416	Dopamine D2 receptor	96.00%	95.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.57%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.76%	85.14%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	92.67%	91.79%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.34%	92.94%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	91.83%	91.03%
CHEMBL2056	P21728	Dopamine D1 receptor	91.52%	91.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.55%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.58%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.99%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	86.47%	91.49%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.85%	93.40%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.16%	95.89%
CHEMBL4208	P20618	Proteasome component C5	83.33%	90.00%
CHEMBL3438	Q05513	Protein kinase C zeta	82.79%	88.48%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.33%	94.00%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	82.30%	98.11%
CHEMBL2581	P07339	Cathepsin D	82.02%	98.95%
CHEMBL5203	P33316	dUTP pyrophosphatase	81.96%	99.18%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.57%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.39%	99.15%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.80%	92.62%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.76%	89.62%
CHEMBL261	P00915	Carbonic anhydrase I	80.56%	96.76%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	80.13%	96.86%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.08%	97.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.00%	95.78%

Plants that contains it

• Colchicum robustum

Cross-Links

• PubChem: 162952829
• LOTUS: LTS0052101
• wikiData: Q105328387