(12S)-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14,16,18-hexaen-13-one

Details

• Internal ID: 5644ff4b-2ab1-4da2-b4c6-443178c459fa
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (12S)-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14,16,18-hexaen-13-one
• SMILES (Canonical): C1CNC2C3=C(C4=CC=CC=C4C2=O)C5=C(C=C31)OCO5
• SMILES (Isomeric): C1CN[C@H]2C3=C(C4=CC=CC=C4C2=O)C5=C(C=C31)OCO5
• InChI: InChI=1S/C17H13NO3/c19-16-11-4-2-1-3-10(11)14-13-9(5-6-18-15(13)16)7-12-17(14)21-8-20-12/h1-4,7,15,18H,5-6,8H2/t15-/m0/s1
• InChI Key: PGYODQHPEOMMMH-HNNXBMFYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₃NO₃
• Molecular Weight: 279.29 g/mol
• Exact Mass: 279.08954328 g/mol
• Topological Polar Surface Area (TPSA): 47.60 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.47
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9945	99.45%
Caco-2	+	0.8458	84.58%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.4733	47.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9426	94.26%
OATP1B3 inhibitior	+	0.9511	95.11%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.4681	46.81%
P-glycoprotein inhibitior	-	0.7174	71.74%
P-glycoprotein substrate	-	0.8749	87.49%
CYP3A4 substrate	+	0.5142	51.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3713	37.13%
CYP3A4 inhibition	-	0.8734	87.34%
CYP2C9 inhibition	-	0.7394	73.94%
CYP2C19 inhibition	-	0.5570	55.70%
CYP2D6 inhibition	+	0.6093	60.93%
CYP1A2 inhibition	+	0.8092	80.92%
CYP2C8 inhibition	-	0.8512	85.12%
CYP inhibitory promiscuity	+	0.5731	57.31%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6568	65.68%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.7553	75.53%
Skin irritation	-	0.7117	71.17%
Skin corrosion	-	0.9363	93.63%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5166	51.66%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	-	0.5449	54.49%
skin sensitisation	-	0.7757	77.57%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5491	54.91%
Acute Oral Toxicity (c)	III	0.4684	46.84%
Estrogen receptor binding	+	0.7962	79.62%
Androgen receptor binding	+	0.7900	79.00%
Thyroid receptor binding	+	0.6281	62.81%
Glucocorticoid receptor binding	+	0.6788	67.88%
Aromatase binding	+	0.6650	66.50%
PPAR gamma	+	0.6520	65.20%
Honey bee toxicity	-	0.8049	80.49%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	-	0.7942	79.42%

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	98.03%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.39%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.14%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.75%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.48%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.57%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.29%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.11%	92.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.01%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.16%	99.23%
CHEMBL2535	P11166	Glucose transporter	83.70%	98.75%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	81.64%	82.67%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.78%	93.40%

Plants that contains it

• Cananga odorata

Cross-Links

• PubChem: 162932018
• LOTUS: LTS0025238
• wikiData: Q105208787