(1R,9S)-4,5,12,13-tetramethoxy-17-methyl-17-azatetracyclo[7.6.2.02,7.010,15]heptadeca-2,4,6,10,12,14-hexaene

Details

• Internal ID: 2e615042-b0ae-4f45-b3d4-3b25ec702775
• Taxonomy: Benzenoids > Dibenzocycloheptenes
• IUPAC Name: (1R,9S)-4,5,12,13-tetramethoxy-17-methyl-17-azatetracyclo[7.6.2.02,7.010,15]heptadeca-2,4,6,10,12,14-hexaene
• InChI: InChI=1S/C21H25NO4/c1-22-11-16-13-8-19(24-3)18(23-2)7-12(13)6-17(22)15-10-21(26-5)20(25-4)9-14(15)16/h7-10,16-17H,6,11H2,1-5H3/t16-,17+/m1/s1
• InChI Key: KUHFDZAEYVTHRS-SJORKVTESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₅NO₄
• Molecular Weight: 355.40 g/mol
• Exact Mass: 355.17835828 g/mol
• Topological Polar Surface Area (TPSA): 40.20 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.40
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9750	97.50%
Caco-2	+	0.9511	95.11%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Lysosomes	0.4698	46.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9371	93.71%
OATP1B3 inhibitior	+	0.9539	95.39%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.7347	73.47%
P-glycoprotein inhibitior	-	0.4681	46.81%
P-glycoprotein substrate	-	0.5471	54.71%
CYP3A4 substrate	+	0.5612	56.12%
CYP2C9 substrate	-	0.5742	57.42%
CYP2D6 substrate	+	0.8667	86.67%
CYP3A4 inhibition	-	0.6272	62.72%
CYP2C9 inhibition	-	0.8805	88.05%
CYP2C19 inhibition	-	0.8211	82.11%
CYP2D6 inhibition	+	0.7928	79.28%
CYP1A2 inhibition	+	0.5050	50.50%
CYP2C8 inhibition	-	0.9414	94.14%
CYP inhibitory promiscuity	-	0.8939	89.39%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6583	65.83%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9020	90.20%
Skin irritation	-	0.7710	77.10%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	-	0.6170	61.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7605	76.05%
Micronuclear	+	0.5059	50.59%
Hepatotoxicity	-	0.5091	50.91%
skin sensitisation	-	0.8942	89.42%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6458	64.58%
Acute Oral Toxicity (c)	III	0.7089	70.89%
Estrogen receptor binding	+	0.8090	80.90%
Androgen receptor binding	-	0.5582	55.82%
Thyroid receptor binding	+	0.7637	76.37%
Glucocorticoid receptor binding	+	0.8201	82.01%
Aromatase binding	-	0.5644	56.44%
PPAR gamma	-	0.5729	57.29%
Honey bee toxicity	-	0.7947	79.47%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.7900	79.00%
Fish aquatic toxicity	+	0.9436	94.36%

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	98.61%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.32%	93.40%
CHEMBL217	P14416	Dopamine D2 receptor	90.94%	95.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.92%	85.14%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.17%	89.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.47%	92.94%
CHEMBL2056	P21728	Dopamine D1 receptor	85.99%	91.00%
CHEMBL2581	P07339	Cathepsin D	85.73%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.68%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.75%	95.89%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.25%	93.99%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.59%	95.89%
CHEMBL1907	P15144	Aminopeptidase N	82.10%	93.31%
CHEMBL1902	P62942	FK506-binding protein 1A	81.15%	97.05%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.13%	97.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10981138
• LOTUS: LTS0050529
• wikiData: Q105146148