10,11-Dimethoxy-6'-oxospiro[5-azatricyclo[6.3.1.04,12]dodeca-1(12),8,10-triene-2,3'-cyclohexa-1,4-diene]-5-carbaldehyde

Details

• Internal ID: 0b5c31e6-67ac-4821-bfc9-da07ef8fb963
• Taxonomy: Alkaloids and derivatives > Proaporphines
• IUPAC Name: 10,11-dimethoxy-6'-oxospiro[5-azatricyclo[6.3.1.04,12]dodeca-1(12),8,10-triene-2,3'-cyclohexa-1,4-diene]-5-carbaldehyde
• SMILES (Canonical): COC1=C(C2=C3C(CC24C=CC(=O)C=C4)N(CCC3=C1)C=O)OC
• SMILES (Isomeric): COC1=C(C2=C3C(CC24C=CC(=O)C=C4)N(CCC3=C1)C=O)OC
• InChI: InChI=1S/C19H19NO4/c1-23-15-9-12-5-8-20(11-21)14-10-19(6-3-13(22)4-7-19)17(16(12)14)18(15)24-2/h3-4,6-7,9,11,14H,5,8,10H2,1-2H3
• InChI Key: ZRWKJCKLHBPSBY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₉NO₄
• Molecular Weight: 325.40 g/mol
• Exact Mass: 325.13140809 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.10
• H-Bond Acceptor: 4
• 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	+	0.9746	97.46%
Caco-2	+	0.6232	62.32%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7279	72.79%
OATP2B1 inhibitior	-	0.7173	71.73%
OATP1B1 inhibitior	+	0.9235	92.35%
OATP1B3 inhibitior	+	0.9519	95.19%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6814	68.14%
BSEP inhibitior	+	0.8303	83.03%
P-glycoprotein inhibitior	-	0.5711	57.11%
P-glycoprotein substrate	-	0.5879	58.79%
CYP3A4 substrate	+	0.6663	66.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8130	81.30%
CYP3A4 inhibition	-	0.7530	75.30%
CYP2C9 inhibition	+	0.8166	81.66%
CYP2C19 inhibition	-	0.6943	69.43%
CYP2D6 inhibition	-	0.7847	78.47%
CYP1A2 inhibition	-	0.8884	88.84%
CYP2C8 inhibition	-	0.7128	71.28%
CYP inhibitory promiscuity	-	0.5218	52.18%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6023	60.23%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9882	98.82%
Skin irritation	-	0.7827	78.27%
Skin corrosion	-	0.9459	94.59%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3990	39.90%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8857	88.57%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8406	84.06%
Acute Oral Toxicity (c)	III	0.7226	72.26%
Estrogen receptor binding	-	0.5125	51.25%
Androgen receptor binding	+	0.6319	63.19%
Thyroid receptor binding	-	0.5951	59.51%
Glucocorticoid receptor binding	+	0.6238	62.38%
Aromatase binding	-	0.6358	63.58%
PPAR gamma	-	0.6627	66.27%
Honey bee toxicity	-	0.8253	82.53%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	0.9224	92.24%

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	97.12%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.35%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.89%	85.14%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	95.46%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.13%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.25%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.89%	91.11%
CHEMBL4302	P08183	P-glycoprotein 1	89.03%	92.98%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	88.32%	91.03%
CHEMBL217	P14416	Dopamine D2 receptor	87.78%	95.62%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	87.43%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.02%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.63%	92.94%
CHEMBL1871	P10275	Androgen Receptor	83.66%	96.43%
CHEMBL2056	P21728	Dopamine D1 receptor	83.58%	91.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	83.56%	82.38%
CHEMBL2535	P11166	Glucose transporter	83.20%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.12%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.71%	97.14%
CHEMBL4208	P20618	Proteasome component C5	82.07%	90.00%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.69%	90.24%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	81.57%	92.38%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.38%	95.89%
CHEMBL2581	P07339	Cathepsin D	80.93%	98.95%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.65%	94.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.29%	90.71%

Plants that contains it

• Caryomene olivascens

Cross-Links

• PubChem: 74037066
• LOTUS: LTS0156047
• wikiData: Q105382287