4-methoxy-3-[4-[[(5S)-11-methoxy-6,19-dimethyl-20-oxo-2,13-dioxa-6,19-diazapentacyclo[12.8.0.03,12.04,9.016,21]docosa-1(14),3,9,11,15,21-hexaen-5-yl]methyl]phenoxy]benzaldehyde

Details

• Internal ID: a1421c79-826a-4011-9fe6-013e910ee769
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: 4-methoxy-3-[4-[[(5S)-11-methoxy-6,19-dimethyl-20-oxo-2,13-dioxa-6,19-diazapentacyclo[12.8.0.03,12.04,9.016,21]docosa-1(14),3,9,11,15,21-hexaen-5-yl]methyl]phenoxy]benzaldehyde
• SMILES (Canonical): CN1CCC2=CC(=C3C(=C2C1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)C=O)OC)OC6=C(O3)C=C7CCN(C(=O)C7=C6)C)OC
• SMILES (Isomeric): CN1CCC2=CC(=C3C(=C2[C@@H]1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)C=O)OC)OC6=C(O3)C=C7CCN(C(=O)C7=C6)C)OC
• InChI: InChI=1S/C36H34N2O7/c1-37-13-12-24-18-32(42-4)34-35(45-31-19-26-23(17-30(31)44-34)11-14-38(2)36(26)40)33(24)27(37)15-21-5-8-25(9-6-21)43-29-16-22(20-39)7-10-28(29)41-3/h5-10,16-20,27H,11-15H2,1-4H3/t27-/m0/s1
• InChI Key: IYPTVLFIJCXNFC-MHZLTWQESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₃₄N₂O₇
• Molecular Weight: 606.70 g/mol
• Exact Mass: 606.23660143 g/mol
• Topological Polar Surface Area (TPSA): 86.80 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 6.61
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

• CHEMBL2009722
• NCI60_030401

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8871	88.71%
Caco-2	-	0.6389	63.89%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5913	59.13%
OATP2B1 inhibitior	-	0.7054	70.54%
OATP1B1 inhibitior	+	0.8854	88.54%
OATP1B3 inhibitior	+	0.9332	93.32%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9954	99.54%
P-glycoprotein inhibitior	+	0.9581	95.81%
P-glycoprotein substrate	+	0.5540	55.40%
CYP3A4 substrate	+	0.7112	71.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4266	42.66%
CYP3A4 inhibition	-	0.7634	76.34%
CYP2C9 inhibition	-	0.9453	94.53%
CYP2C19 inhibition	-	0.8976	89.76%
CYP2D6 inhibition	-	0.9877	98.77%
CYP1A2 inhibition	-	0.9063	90.63%
CYP2C8 inhibition	+	0.6479	64.79%
CYP inhibitory promiscuity	-	0.9429	94.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6291	62.91%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9370	93.70%
Skin irritation	-	0.8171	81.71%
Skin corrosion	-	0.9598	95.98%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8503	85.03%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.9141	91.41%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6642	66.42%
Acute Oral Toxicity (c)	III	0.7932	79.32%
Estrogen receptor binding	+	0.7993	79.93%
Androgen receptor binding	+	0.7170	71.70%
Thyroid receptor binding	+	0.5956	59.56%
Glucocorticoid receptor binding	+	0.8800	88.00%
Aromatase binding	+	0.5754	57.54%
PPAR gamma	+	0.7160	71.60%
Honey bee toxicity	-	0.6765	67.65%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.8929	89.29%

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	99.23%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.53%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	98.20%	91.49%
CHEMBL4040	P28482	MAP kinase ERK2	97.05%	83.82%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	96.28%	93.40%
CHEMBL4208	P20618	Proteasome component C5	94.86%	90.00%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	94.84%	90.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.68%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.68%	95.89%
CHEMBL2581	P07339	Cathepsin D	94.08%	98.95%
CHEMBL3492	P49721	Proteasome Macropain subunit	91.17%	90.24%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.86%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.72%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.27%	94.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	89.49%	95.78%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	87.60%	95.53%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	85.55%	80.78%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	85.04%	96.69%
CHEMBL2535	P11166	Glucose transporter	84.97%	98.75%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.55%	93.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.10%	90.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.05%	92.94%
CHEMBL5747	Q92793	CREB-binding protein	83.61%	95.12%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.47%	92.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.95%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.83%	97.09%
CHEMBL5555	O00767	Acyl-CoA desaturase	82.77%	97.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.42%	91.11%
CHEMBL2243	O00519	Anandamide amidohydrolase	81.29%	97.53%

Plants that contains it

• Anisocycla jollyana
• Ardisia crispa
• Doronicum grandiflorum
• Leibnitzia anandria
• Lithocarpus haipinii
• Oxytropis lanata
• Populus balsamifera
• Pseudoxandra cuspidata
• Sphaerophysa salsula
• Strychnos gossweileri

Cross-Links

• PubChem: 389057
• NPASS: NPC145980
• LOTUS: LTS0272663
• wikiData: Q105122868