(13R)-7-methoxy-13-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1,6,8(20),11,14(19),15,17-heptaene-13,16-diol

Details

• Internal ID: 98ac21b1-28f7-4b8a-8adf-0c204ff668eb
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (13R)-7-methoxy-13-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1,6,8(20),11,14(19),15,17-heptaene-13,16-diol
• SMILES (Canonical): CC1(C2=C(C=CC(=C2)O)C3=C4C(=C(C5=C3C1=NCC5)OC)OCO4)O
• SMILES (Isomeric): C[C@]1(C2=C(C=CC(=C2)O)C3=C4C(=C(C5=C3C1=NCC5)OC)OCO4)O
• InChI: InChI=1S/C19H17NO5/c1-19(22)12-7-9(21)3-4-10(12)13-14-11(5-6-20-18(14)19)15(23-2)17-16(13)24-8-25-17/h3-4,7,21-22H,5-6,8H2,1-2H3/t19-/m1/s1
• InChI Key: ISYQAGCQYWJTLA-LJQANCHMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₇NO₅
• Molecular Weight: 339.30 g/mol
• Exact Mass: 339.11067264 g/mol
• Topological Polar Surface Area (TPSA): 80.50 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.36
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7105	71.05%
Caco-2	+	0.8036	80.36%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5603	56.03%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.8866	88.66%
OATP1B3 inhibitior	+	0.9414	94.14%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.6563	65.63%
P-glycoprotein inhibitior	-	0.8046	80.46%
P-glycoprotein substrate	+	0.5168	51.68%
CYP3A4 substrate	+	0.6454	64.54%
CYP2C9 substrate	-	0.7923	79.23%
CYP2D6 substrate	-	0.7715	77.15%
CYP3A4 inhibition	+	0.5524	55.24%
CYP2C9 inhibition	-	0.6874	68.74%
CYP2C19 inhibition	-	0.5986	59.86%
CYP2D6 inhibition	-	0.5869	58.69%
CYP1A2 inhibition	-	0.6007	60.07%
CYP2C8 inhibition	+	0.5478	54.78%
CYP inhibitory promiscuity	+	0.7134	71.34%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5643	56.43%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.7632	76.32%
Skin irritation	-	0.7896	78.96%
Skin corrosion	-	0.9281	92.81%
Ames mutagenesis	-	0.5270	52.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5421	54.21%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.7881	78.81%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6157	61.57%
Acute Oral Toxicity (c)	III	0.5680	56.80%
Estrogen receptor binding	+	0.7693	76.93%
Androgen receptor binding	+	0.7061	70.61%
Thyroid receptor binding	+	0.6574	65.74%
Glucocorticoid receptor binding	+	0.7163	71.63%
Aromatase binding	+	0.6862	68.62%
PPAR gamma	+	0.7672	76.72%
Honey bee toxicity	-	0.8896	88.96%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	-	0.7025	70.25%

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	98.92%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.79%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.60%	86.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.96%	93.40%
CHEMBL242	Q92731	Estrogen receptor beta	93.68%	98.35%
CHEMBL4040	P28482	MAP kinase ERK2	92.89%	83.82%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	92.55%	93.10%
CHEMBL2581	P07339	Cathepsin D	92.32%	98.95%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	91.88%	95.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.19%	95.56%
CHEMBL4208	P20618	Proteasome component C5	87.73%	90.00%
CHEMBL2535	P11166	Glucose transporter	87.63%	98.75%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	87.61%	91.79%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	86.97%	95.53%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.79%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.57%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.23%	95.89%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	85.48%	82.67%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	85.47%	82.38%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.27%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.15%	99.15%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.59%	95.78%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.64%	96.67%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.12%	93.99%
CHEMBL5747	Q92793	CREB-binding protein	80.92%	95.12%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	80.68%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.15%	97.09%

Plants that contains it

• Guatteria foliosa

Cross-Links

• PubChem: 136858900
• LOTUS: LTS0177168
• wikiData: Q105119908