17-Azatetracyclo[7.5.3.01,10.02,7]heptadeca-2,4,6-trien-12-one

Details

• Internal ID: 3acd45c5-317f-43d2-9a8d-ac0a64e2e1be
• Taxonomy: Alkaloids and derivatives > Morphinans
• IUPAC Name: 17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2,4,6-trien-12-one
• SMILES (Canonical): C1CC23CCNC(C2CC1=O)CC4=CC=CC=C34
• SMILES (Isomeric): C1CC23CCNC(C2CC1=O)CC4=CC=CC=C34
• InChI: InChI=1S/C16H19NO/c18-12-5-6-16-7-8-17-15(14(16)10-12)9-11-3-1-2-4-13(11)16/h1-4,14-15,17H,5-10H2
• InChI Key: KQSNKJUQYTZKHT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₉NO
• Molecular Weight: 241.33 g/mol
• Exact Mass: 241.146664230 g/mol
• Topological Polar Surface Area (TPSA): 29.10 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.21
• H-Bond Acceptor: 2
• 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	+	1.0000	100.00%
Caco-2	+	0.7174	71.74%
Blood Brain Barrier	+	0.9879	98.79%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5613	56.13%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.9363	93.63%
OATP1B3 inhibitior	+	0.9553	95.53%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	+	0.6750	67.50%
BSEP inhibitior	-	0.6279	62.79%
P-glycoprotein inhibitior	-	0.9041	90.41%
P-glycoprotein substrate	-	0.8316	83.16%
CYP3A4 substrate	+	0.5167	51.67%
CYP2C9 substrate	-	0.6103	61.03%
CYP2D6 substrate	+	0.5000	50.00%
CYP3A4 inhibition	-	0.6826	68.26%
CYP2C9 inhibition	-	0.9142	91.42%
CYP2C19 inhibition	-	0.8553	85.53%
CYP2D6 inhibition	+	0.7058	70.58%
CYP1A2 inhibition	-	0.6803	68.03%
CYP2C8 inhibition	-	0.8484	84.84%
CYP inhibitory promiscuity	-	0.8679	86.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7293	72.93%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.9460	94.60%
Skin irritation	-	0.5985	59.85%
Skin corrosion	-	0.8401	84.01%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6866	68.66%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.6371	63.71%
skin sensitisation	-	0.8044	80.44%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6315	63.15%
Acute Oral Toxicity (c)	III	0.5850	58.50%
Estrogen receptor binding	-	0.7628	76.28%
Androgen receptor binding	-	0.4810	48.10%
Thyroid receptor binding	-	0.6779	67.79%
Glucocorticoid receptor binding	-	0.7802	78.02%
Aromatase binding	+	0.5289	52.89%
PPAR gamma	+	0.5318	53.18%
Honey bee toxicity	-	0.8351	83.51%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	-	0.8987	89.87%

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	95.41%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.64%	97.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.45%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.35%	95.56%
CHEMBL228	P31645	Serotonin transporter	90.81%	95.51%
CHEMBL2581	P07339	Cathepsin D	87.98%	98.95%
CHEMBL222	P23975	Norepinephrine transporter	85.74%	96.06%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.16%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.66%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.87%	100.00%
CHEMBL238	Q01959	Dopamine transporter	81.44%	95.88%
CHEMBL217	P14416	Dopamine D2 receptor	81.30%	95.62%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	81.18%	92.67%
CHEMBL233	P35372	Mu opioid receptor	80.53%	97.93%
CHEMBL5028	O14672	ADAM10	80.10%	97.50%

Plants that contains it

• Dehaasia longipedicellata

Cross-Links

• PubChem: 76092084
• LOTUS: LTS0101573
• wikiData: Q105144769