(1S,4R,7S,10S,13S,16S)-25-amino-24-methoxy-10-[(4-methoxyphenyl)methyl]-4,7,9,13,15,29-hexamethyl-22-oxa-3,6,9,12,15,29-hexazatetracyclo[14.12.2.218,21.123,27]tritriaconta-18,20,23(31),24,26,32-hexaene-2,5,8,11,14,30-hexone

Details

• Internal ID: c31f291e-adea-4c28-b041-43f4bf591148
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: (1S,4R,7S,10S,13S,16S)-25-amino-24-methoxy-10-[(4-methoxyphenyl)methyl]-4,7,9,13,15,29-hexamethyl-22-oxa-3,6,9,12,15,29-hexazatetracyclo[14.12.2.218,21.123,27]tritriaconta-18,20,23(31),24,26,32-hexaene-2,5,8,11,14,30-hexone
• SMILES (Canonical): CC1C(=O)NC(C(=O)N(C(C(=O)NC(C(=O)N(C2CC3=CC=C(C=C3)OC4=CC(=CC(=C4OC)N)CC(C(=O)N1)N(C2=O)C)C)C)CC5=CC=C(C=C5)OC)C)C
• SMILES (Isomeric): C[C@@H]1C(=O)N[C@H](C(=O)N([C@H](C(=O)N[C@H](C(=O)N([C@H]2CC3=CC=C(C=C3)OC4=CC(=CC(=C4OC)N)C[C@@H](C(=O)N1)N(C2=O)C)C)C)CC5=CC=C(C=C5)OC)C)C
• InChI: InChI=1S/C41H51N7O9/c1-22-36(49)44-23(2)39(52)46(4)31(18-25-9-13-28(55-7)14-10-25)38(51)45-24(3)40(53)48(6)33-19-26-11-15-29(16-12-26)57-34-21-27(17-30(42)35(34)56-8)20-32(37(50)43-22)47(5)41(33)54/h9-17,21-24,31-33H,18-20,42H2,1-8H3,(H,43,50)(H,44,49)(H,45,51)/t22-,23+,24+,31+,32+,33+/m1/s1
• InChI Key: UONGFMKSZOYEOO-KAFNCUNNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₅₁N₇O₉
• Molecular Weight: 785.90 g/mol
• Exact Mass: 785.37482623 g/mol
• Topological Polar Surface Area (TPSA): 202.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 1.43
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4720	47.20%
Caco-2	-	0.8287	82.87%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Nucleus	0.6540	65.40%
OATP2B1 inhibitior	+	0.8620	86.20%
OATP1B1 inhibitior	+	0.8656	86.56%
OATP1B3 inhibitior	+	0.9362	93.62%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9068	90.68%
BSEP inhibitior	+	0.9303	93.03%
P-glycoprotein inhibitior	+	0.8310	83.10%
P-glycoprotein substrate	+	0.8911	89.11%
CYP3A4 substrate	+	0.6794	67.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7392	73.92%
CYP3A4 inhibition	+	0.8666	86.66%
CYP2C9 inhibition	-	0.8127	81.27%
CYP2C19 inhibition	-	0.7578	75.78%
CYP2D6 inhibition	-	0.8864	88.64%
CYP1A2 inhibition	-	0.8800	88.00%
CYP2C8 inhibition	+	0.5702	57.02%
CYP inhibitory promiscuity	-	0.6292	62.92%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5612	56.12%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9182	91.82%
Skin irritation	-	0.8028	80.28%
Skin corrosion	-	0.9417	94.17%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7974	79.74%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.5448	54.48%
skin sensitisation	-	0.9128	91.28%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.7792	77.92%
Acute Oral Toxicity (c)	III	0.6918	69.18%
Estrogen receptor binding	+	0.8107	81.07%
Androgen receptor binding	+	0.7631	76.31%
Thyroid receptor binding	+	0.6342	63.42%
Glucocorticoid receptor binding	+	0.7444	74.44%
Aromatase binding	+	0.6055	60.55%
PPAR gamma	+	0.7804	78.04%
Honey bee toxicity	-	0.7562	75.62%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9091	90.91%

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	99.15%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.92%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.38%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.12%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.43%	95.56%
CHEMBL4208	P20618	Proteasome component C5	93.91%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.71%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.97%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.81%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.94%	85.14%
CHEMBL3492	P49721	Proteasome Macropain subunit	89.62%	90.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.76%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.67%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.93%	90.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.86%	97.25%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.28%	93.00%
CHEMBL1902	P62942	FK506-binding protein 1A	85.75%	97.05%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.57%	93.40%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.44%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.45%	96.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.92%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.79%	96.77%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.68%	82.38%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.55%	97.33%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.38%	95.53%

Plants that contains it

• Rubia cordifolia

Cross-Links

• PubChem: 44455328
• LOTUS: LTS0040398
• wikiData: Q105276472