(1S,4R,7S,10S,13S,16S)-24-hydroxy-10-[(4-methoxyphenyl)methyl]-4,7,9,13,15,29-hexamethyl-25-nitro-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: 957f26ea-ceaa-4916-a8a4-f8f9bd5d141f
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: (1S,4R,7S,10S,13S,16S)-24-hydroxy-10-[(4-methoxyphenyl)methyl]-4,7,9,13,15,29-hexamethyl-25-nitro-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(=C4O)[N+](=O)[O-])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(=C4O)[N+](=O)[O-])C[C@@H](C(=O)N1)N(C2=O)C)C)C)CC5=CC=C(C=C5)OC)C)C
• InChI: InChI=1S/C40H47N7O11/c1-21-35(49)42-22(2)38(52)44(4)30(16-24-8-12-27(57-7)13-9-24)37(51)43-23(3)39(53)46(6)32-17-25-10-14-28(15-11-25)58-33-20-26(18-29(34(33)48)47(55)56)19-31(36(50)41-21)45(5)40(32)54/h8-15,18,20-23,30-32,48H,16-17,19H2,1-7H3,(H,41,50)(H,42,49)(H,43,51)/t21-,22+,23+,30+,31+,32+/m1/s1
• InChI Key: OAZXQDPEWAUFRS-MEGZMBDLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₇N₇O₁₁
• Molecular Weight: 801.80 g/mol
• Exact Mass: 801.33335534 g/mol
• Topological Polar Surface Area (TPSA): 233.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 1.45
• H-Bond Acceptor: 11
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• SCHEMBL17035347

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5995	59.95%
Caco-2	-	0.8450	84.50%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Nucleus	0.5007	50.07%
OATP2B1 inhibitior	+	0.7167	71.67%
OATP1B1 inhibitior	+	0.7999	79.99%
OATP1B3 inhibitior	+	0.9306	93.06%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9588	95.88%
P-glycoprotein inhibitior	+	0.8027	80.27%
P-glycoprotein substrate	+	0.8716	87.16%
CYP3A4 substrate	+	0.7182	71.82%
CYP2C9 substrate	-	0.7952	79.52%
CYP2D6 substrate	-	0.8644	86.44%
CYP3A4 inhibition	+	0.7696	76.96%
CYP2C9 inhibition	-	0.5864	58.64%
CYP2C19 inhibition	-	0.6415	64.15%
CYP2D6 inhibition	-	0.8723	87.23%
CYP1A2 inhibition	-	0.8093	80.93%
CYP2C8 inhibition	+	0.6878	68.78%
CYP inhibitory promiscuity	-	0.7243	72.43%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6000	60.00%
Carcinogenicity (trinary)	Non-required	0.5300	53.00%
Eye corrosion	-	0.9838	98.38%
Eye irritation	-	0.9170	91.70%
Skin irritation	-	0.8038	80.38%
Skin corrosion	-	0.9384	93.84%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6712	67.12%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.5198	51.98%
skin sensitisation	-	0.8780	87.80%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7208	72.08%
Acute Oral Toxicity (c)	III	0.6405	64.05%
Estrogen receptor binding	+	0.8250	82.50%
Androgen receptor binding	+	0.7725	77.25%
Thyroid receptor binding	+	0.6323	63.23%
Glucocorticoid receptor binding	+	0.7201	72.01%
Aromatase binding	+	0.6033	60.33%
PPAR gamma	+	0.7873	78.73%
Honey bee toxicity	-	0.7487	74.87%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9437	94.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.40%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.75%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.14%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.84%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.44%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.34%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.82%	85.14%
CHEMBL4208	P20618	Proteasome component C5	95.02%	90.00%
CHEMBL1902	P62942	FK506-binding protein 1A	92.38%	97.05%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.73%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.92%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.91%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.31%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.95%	94.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	88.73%	90.24%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.55%	93.40%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.30%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.01%	93.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.09%	89.00%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	81.86%	95.53%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.62%	97.33%
CHEMBL3902	P09211	Glutathione S-transferase Pi	81.45%	93.81%
CHEMBL2535	P11166	Glucose transporter	81.14%	98.75%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.71%	86.92%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.01%	92.88%

Plants that contains it

• Rubia cordifolia

Cross-Links

• PubChem: 44455361
• LOTUS: LTS0119189
• wikiData: Q105188914