[(1R,2R,3R,11S,12R,14R,24R,26R)-12-cyano-5,6'-dihydroxy-6,7'-dimethoxy-7,21,30-trimethyl-24,27-dioxospiro[17,19,28-trioxa-24lambda4-thia-13,30-diazaheptacyclo[12.9.6.13,11.02,13.04,9.015,23.016,20]triaconta-4(9),5,7,15,20,22-hexaene-26,1'-3,4-dihydro-2H-isoquinoline]-22-yl] acetate

Details

• Internal ID: 262dfa5e-46f3-4c2a-9a98-2935019f9c56
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzazocines
• IUPAC Name: [(1R,2R,3R,11S,12R,14R,24R,26R)-12-cyano-5,6'-dihydroxy-6,7'-dimethoxy-7,21,30-trimethyl-24,27-dioxospiro[17,19,28-trioxa-24lambda4-thia-13,30-diazaheptacyclo[12.9.6.13,11.02,13.04,9.015,23.016,20]triaconta-4(9),5,7,15,20,22-hexaene-26,1'-3,4-dihydro-2H-isoquinoline]-22-yl] acetate
• SMILES (Canonical): CC1=CC2=C(C3C4C5C6=C(C(=C7C(=C6C(N4C(C(C2)N3C)C#N)COC(=O)C8(CS5=O)C9=CC(=C(C=C9CCN8)O)OC)OCO7)C)OC(=O)C)C(=C1OC)O
• SMILES (Isomeric): CC1=CC2=C([C@@H]3[C@@H]4[C@H]5C6=C(C(=C7C(=C6[C@@H](N4[C@H]([C@H](C2)N3C)C#N)COC(=O)[C@@]8(C[S@]5=O)C9=CC(=C(C=C9CCN8)O)OC)OCO7)C)OC(=O)C)C(=C1OC)O
• InChI: InChI=1S/C40H42N4O11S/c1-17-9-21-10-23-24(13-41)44-25-14-52-39(48)40(22-12-27(50-5)26(46)11-20(22)7-8-42-40)15-56(49)38(32(44)31(43(23)4)28(21)33(47)34(17)51-6)30-29(25)37-36(53-16-54-37)18(2)35(30)55-19(3)45/h9,11-12,23-25,31-32,38,42,46-47H,7-8,10,14-16H2,1-6H3/t23-,24-,25-,31+,32+,38+,40+,56+/m0/s1
• InChI Key: RRCYSJADSSZEAZ-DPUMQQNNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₂N₄O₁₁S
• Molecular Weight: 786.80 g/mol
• Exact Mass: 786.25707934 g/mol
• Topological Polar Surface Area (TPSA): 209.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.00
• H-Bond Acceptor: 15
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8255	82.55%
Caco-2	-	0.8337	83.37%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Lysosomes	0.5585	55.85%
OATP2B1 inhibitior	-	0.7123	71.23%
OATP1B1 inhibitior	+	0.8280	82.80%
OATP1B3 inhibitior	+	0.9265	92.65%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9877	98.77%
P-glycoprotein inhibitior	+	0.7885	78.85%
P-glycoprotein substrate	+	0.7950	79.50%
CYP3A4 substrate	+	0.7366	73.66%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.7360	73.60%
CYP3A4 inhibition	+	0.6520	65.20%
CYP2C9 inhibition	-	0.7134	71.34%
CYP2C19 inhibition	-	0.6545	65.45%
CYP2D6 inhibition	-	0.8032	80.32%
CYP1A2 inhibition	-	0.7456	74.56%
CYP2C8 inhibition	+	0.7793	77.93%
CYP inhibitory promiscuity	-	0.8329	83.29%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7400	74.00%
Carcinogenicity (trinary)	Non-required	0.5860	58.60%
Eye corrosion	-	0.9802	98.02%
Eye irritation	-	0.9188	91.88%
Skin irritation	-	0.7627	76.27%
Skin corrosion	-	0.9214	92.14%
Ames mutagenesis	+	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3657	36.57%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.8403	84.03%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.8603	86.03%
Acute Oral Toxicity (c)	III	0.5697	56.97%
Estrogen receptor binding	+	0.8498	84.98%
Androgen receptor binding	+	0.8124	81.24%
Thyroid receptor binding	+	0.6038	60.38%
Glucocorticoid receptor binding	+	0.8515	85.15%
Aromatase binding	+	0.7142	71.42%
PPAR gamma	+	0.8372	83.72%
Honey bee toxicity	-	0.5880	58.80%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9276	92.76%

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	99.15%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.11%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.77%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	96.72%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.53%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.28%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.74%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.53%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	92.61%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.74%	95.56%
CHEMBL2535	P11166	Glucose transporter	91.12%	98.75%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	90.11%	95.34%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.27%	89.62%
CHEMBL217	P14416	Dopamine D2 receptor	88.62%	95.62%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.54%	92.62%
CHEMBL4208	P20618	Proteasome component C5	88.09%	90.00%
CHEMBL213	P08588	Beta-1 adrenergic receptor	88.05%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.87%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.04%	85.14%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	86.73%	82.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.38%	95.89%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.01%	97.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.62%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.38%	97.09%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.34%	91.03%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.88%	85.00%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	83.73%	96.39%
CHEMBL204	P00734	Thrombin	83.60%	96.01%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.28%	99.15%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.02%	100.00%
CHEMBL2056	P21728	Dopamine D1 receptor	82.71%	91.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.11%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163194379
• LOTUS: LTS0048380
• wikiData: Q105243958