(5S)-5-[[4-(2-methoxy-5-methylphenoxy)phenyl]methyl]-6,19-dimethyl-2,13-dioxa-6,19-diazapentacyclo[12.8.0.03,12.04,9.016,21]docosa-1(14),3(12),4(9),10,15,21-hexaen-20-one

Details

• Internal ID: 898a24bb-bd59-4f55-8ec5-cc20c29ca465
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: (5S)-5-[[4-(2-methoxy-5-methylphenoxy)phenyl]methyl]-6,19-dimethyl-2,13-dioxa-6,19-diazapentacyclo[12.8.0.03,12.04,9.016,21]docosa-1(14),3(12),4(9),10,15,21-hexaen-20-one
• SMILES (Canonical): CC1=CC(=C(C=C1)OC)OC2=CC=C(C=C2)CC3C4=C(CCN3C)C=CC5=C4OC6=C(O5)C=C7CCN(C(=O)C7=C6)C
• SMILES (Isomeric): CC1=CC(=C(C=C1)OC)OC2=CC=C(C=C2)C[C@H]3C4=C(CCN3C)C=CC5=C4OC6=C(O5)C=C7CCN(C(=O)C7=C6)C
• InChI: InChI=1S/C35H34N2O5/c1-21-5-11-28(39-4)30(17-21)40-25-9-6-22(7-10-25)18-27-33-23(13-15-36(27)2)8-12-29-34(33)42-32-20-26-24(19-31(32)41-29)14-16-37(3)35(26)38/h5-12,17,19-20,27H,13-16,18H2,1-4H3/t27-/m0/s1
• InChI Key: BHOSIUALPXEMTH-MHZLTWQESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₃₄N₂O₅
• Molecular Weight: 562.70 g/mol
• Exact Mass: 562.24677219 g/mol
• Topological Polar Surface Area (TPSA): 60.50 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 7.09
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9116	91.16%
Caco-2	-	0.5767	57.67%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5774	57.74%
OATP2B1 inhibitior	-	0.7125	71.25%
OATP1B1 inhibitior	+	0.8946	89.46%
OATP1B3 inhibitior	+	0.9457	94.57%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.9970	99.70%
P-glycoprotein inhibitior	+	0.9639	96.39%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7228	72.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4157	41.57%
CYP3A4 inhibition	-	0.7266	72.66%
CYP2C9 inhibition	-	0.9111	91.11%
CYP2C19 inhibition	-	0.8639	86.39%
CYP2D6 inhibition	-	0.9556	95.56%
CYP1A2 inhibition	-	0.9267	92.67%
CYP2C8 inhibition	+	0.5961	59.61%
CYP inhibitory promiscuity	-	0.8806	88.06%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6574	65.74%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9400	94.00%
Skin irritation	-	0.8007	80.07%
Skin corrosion	-	0.9587	95.87%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9392	93.92%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.9026	90.26%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.5736	57.36%
Acute Oral Toxicity (c)	III	0.7592	75.92%
Estrogen receptor binding	+	0.7870	78.70%
Androgen receptor binding	+	0.7569	75.69%
Thyroid receptor binding	+	0.6086	60.86%
Glucocorticoid receptor binding	+	0.8602	86.02%
Aromatase binding	+	0.5502	55.02%
PPAR gamma	+	0.6933	69.33%
Honey bee toxicity	-	0.7202	72.02%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.8669	86.69%

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	99.01%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	98.43%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.36%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.75%	94.00%
CHEMBL2581	P07339	Cathepsin D	95.47%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	95.23%	93.40%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.36%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	94.22%	95.89%
CHEMBL4208	P20618	Proteasome component C5	93.38%	90.00%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	93.35%	90.95%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	92.26%	95.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.92%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.89%	86.33%
CHEMBL261	P00915	Carbonic anhydrase I	89.69%	96.76%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.70%	85.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.65%	92.94%
CHEMBL2535	P11166	Glucose transporter	86.70%	98.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.69%	93.99%
CHEMBL1951	P21397	Monoamine oxidase A	86.46%	91.49%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	86.26%	96.09%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	85.21%	96.86%
CHEMBL5747	Q92793	CREB-binding protein	83.98%	95.12%
CHEMBL2243	O00519	Anandamide amidohydrolase	83.91%	97.53%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	83.83%	91.43%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.59%	93.65%
CHEMBL5555	O00767	Acyl-CoA desaturase	83.53%	97.50%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	83.42%	82.38%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.80%	90.24%
CHEMBL4581	P52732	Kinesin-like protein 1	82.45%	93.18%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.25%	90.71%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.36%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.35%	97.09%

Plants that contains it

• Lycoris radiata
• Stephania merrillii

Cross-Links

• PubChem: 5319577
• NPASS: NPC243163
• LOTUS: LTS0187899
• wikiData: Q105100695