(1S,4R,7S,10S,13S,16S)-26-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-18,20,23,25,27(31),32-hexaene-2,5,8,11,14,30-hexone

Details

• Internal ID: 2daa5dab-c6d7-46e1-9125-f4f7daed05f0
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: (1S,4R,7S,10S,13S,16S)-26-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-18,20,23,25,27(31),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=C(C=C(C(=C4)CC(C(=O)N1)N(C2=O)C)N)OC)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=C(C=C(C(=C4)C[C@@H](C(=O)N1)N(C2=O)C)N)OC)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(17-25-9-13-28(55-7)14-10-25)37(50)45-24(3)40(53)48(6)33-18-26-11-15-29(16-12-26)57-35-20-27(30(42)21-34(35)56-8)19-32(38(51)43-22)47(5)41(33)54/h9-16,20-24,31-33H,17-19,42H2,1-8H3,(H,43,51)(H,44,49)(H,45,50)/t22-,23+,24+,31+,32+,33+/m1/s1
• InChI Key: DLEMNCGZHSAECB-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	+	0.7060	70.60%
Caco-2	-	0.8283	82.83%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Nucleus	0.6749	67.49%
OATP2B1 inhibitior	+	0.8612	86.12%
OATP1B1 inhibitior	+	0.8641	86.41%
OATP1B3 inhibitior	+	0.9339	93.39%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8818	88.18%
BSEP inhibitior	+	0.9598	95.98%
P-glycoprotein inhibitior	+	0.8288	82.88%
P-glycoprotein substrate	+	0.8958	89.58%
CYP3A4 substrate	+	0.6934	69.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7392	73.92%
CYP3A4 inhibition	+	0.8863	88.63%
CYP2C9 inhibition	-	0.8011	80.11%
CYP2C19 inhibition	-	0.7646	76.46%
CYP2D6 inhibition	-	0.8990	89.90%
CYP1A2 inhibition	-	0.8707	87.07%
CYP2C8 inhibition	+	0.6346	63.46%
CYP inhibitory promiscuity	-	0.7240	72.40%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5677	56.77%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9183	91.83%
Skin irritation	-	0.8063	80.63%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8187	81.87%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.5073	50.73%
skin sensitisation	-	0.9121	91.21%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7635	76.35%
Acute Oral Toxicity (c)	III	0.7161	71.61%
Estrogen receptor binding	+	0.8076	80.76%
Androgen receptor binding	+	0.7431	74.31%
Thyroid receptor binding	+	0.6369	63.69%
Glucocorticoid receptor binding	+	0.7500	75.00%
Aromatase binding	+	0.6069	60.69%
PPAR gamma	+	0.7848	78.48%
Honey bee toxicity	-	0.7368	73.68%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.8948	89.48%

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	99.44%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.51%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.50%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.45%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.10%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.39%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.69%	99.17%
CHEMBL4208	P20618	Proteasome component C5	92.62%	90.00%
CHEMBL1902	P62942	FK506-binding protein 1A	92.24%	97.05%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.23%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.15%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.72%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.71%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.62%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.11%	90.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.64%	97.25%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.74%	93.40%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.44%	93.00%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	85.42%	90.95%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.59%	90.24%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.09%	95.50%
CHEMBL2535	P11166	Glucose transporter	83.74%	98.75%
CHEMBL5314	Q06418	Tyrosine-protein kinase receptor TYRO3	82.56%	96.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.34%	96.00%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	82.06%	96.86%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.95%	91.03%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.76%	97.33%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.59%	82.38%

Plants that contains it

• Rubia cordifolia

Cross-Links

• PubChem: 44455292
• LOTUS: LTS0227289
• wikiData: Q104984223