(12R)-16,17-dimethoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14,16,18-hexaene-11-carbaldehyde

Details

• Internal ID: 487201bf-564d-46d9-880f-39a1aec02e6f
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (12R)-16,17-dimethoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14,16,18-hexaene-11-carbaldehyde
• SMILES (Canonical): COC1=C(C=C2C(=C1)CC3C4=C2C5=C(C=C4CCN3C=O)OCO5)OC
• SMILES (Isomeric): COC1=C(C=C2C(=C1)C[C@@H]3C4=C2C5=C(C=C4CCN3C=O)OCO5)OC
• InChI: InChI=1S/C20H19NO5/c1-23-15-7-12-5-14-18-11(3-4-21(14)9-22)6-17-20(26-10-25-17)19(18)13(12)8-16(15)24-2/h6-9,14H,3-5,10H2,1-2H3/t14-/m1/s1
• InChI Key: BWRGZKJDIWERCZ-CQSZACIVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₉NO₅
• Molecular Weight: 353.40 g/mol
• Exact Mass: 353.12632271 g/mol
• Topological Polar Surface Area (TPSA): 57.20 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.71
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9523	95.23%
Caco-2	+	0.8917	89.17%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5168	51.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8983	89.83%
OATP1B3 inhibitior	+	0.9492	94.92%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8779	87.79%
P-glycoprotein inhibitior	-	0.4591	45.91%
P-glycoprotein substrate	-	0.6967	69.67%
CYP3A4 substrate	+	0.6175	61.75%
CYP2C9 substrate	-	0.7947	79.47%
CYP2D6 substrate	-	0.6987	69.87%
CYP3A4 inhibition	+	0.8084	80.84%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	+	0.8561	85.61%
CYP2D6 inhibition	+	0.6248	62.48%
CYP1A2 inhibition	+	0.7046	70.46%
CYP2C8 inhibition	-	0.7809	78.09%
CYP inhibitory promiscuity	+	0.8275	82.75%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5972	59.72%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9689	96.89%
Skin irritation	-	0.8115	81.15%
Skin corrosion	-	0.9508	95.08%
Ames mutagenesis	+	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3802	38.02%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8736	87.36%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5187	51.87%
Acute Oral Toxicity (c)	III	0.7014	70.14%
Estrogen receptor binding	+	0.6596	65.96%
Androgen receptor binding	-	0.5167	51.67%
Thyroid receptor binding	-	0.4889	48.89%
Glucocorticoid receptor binding	+	0.8566	85.66%
Aromatase binding	-	0.7307	73.07%
PPAR gamma	+	0.7084	70.84%
Honey bee toxicity	-	0.7298	72.98%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9018	90.18%

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	97.83%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.65%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.08%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.60%	98.95%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	92.43%	82.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.31%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.77%	92.94%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	90.40%	96.86%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.80%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.73%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.44%	92.62%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.14%	93.40%
CHEMBL4208	P20618	Proteasome component C5	86.10%	90.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	85.08%	82.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.99%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.80%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.82%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.16%	89.62%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	83.00%	92.38%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.91%	89.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.76%	95.89%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	82.32%	96.09%
CHEMBL5747	Q92793	CREB-binding protein	81.52%	95.12%
CHEMBL3438	Q05513	Protein kinase C zeta	81.34%	88.48%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.73%	97.14%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	80.71%	90.95%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.69%	90.24%

Plants that contains it

• Magnolia arcabucoana

Cross-Links

• PubChem: 162998009
• LOTUS: LTS0002816
• wikiData: Q104947561