RA-Xxiii

Details

• Internal ID: 285a0147-7d0c-47ce-b420-d8b2bfd5f0e2
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: 3-[(1S,4R,7S,10S,13S,16S)-24-methoxy-10-[(4-methoxyphenyl)methyl]-4,9,13,15,29-pentamethyl-2,5,8,11,14,30-hexaoxo-22-oxa-3,6,9,12,15,29-hexazatetracyclo[14.12.2.218,21.123,27]tritriaconta-18,20,23,25,27(31),32-hexaen-7-yl]propanamide
• SMILES (Canonical): CC1C(=O)NC(C(=O)N(C(C(=O)NC(C(=O)N(C2CC3=CC=C(C=C3)OC4=C(C=CC(=C4)CC(C(=O)N1)N(C2=O)C)OC)C)C)CC5=CC=C(C=C5)OC)C)CCC(=O)N
• 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=CC(=C4)C[C@@H](C(=O)N1)N(C2=O)C)OC)C)C)CC5=CC=C(C=C5)OC)C)CCC(=O)N
• InChI: InChI=1S/C43H53N7O10/c1-24-38(52)47-31(17-19-37(44)51)42(56)48(3)32(20-26-8-13-29(58-6)14-9-26)40(54)46-25(2)41(55)50(5)34-21-27-10-15-30(16-11-27)60-36-23-28(12-18-35(36)59-7)22-33(39(53)45-24)49(4)43(34)57/h8-16,18,23-25,31-34H,17,19-22H2,1-7H3,(H2,44,51)(H,45,53)(H,46,54)(H,47,52)/t24-,25+,31+,32+,33+,34+/m1/s1
• InChI Key: NVVKJVRGFPYRDV-DETZFJOKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₅₃N₇O₁₀
• Molecular Weight: 827.90 g/mol
• Exact Mass: 827.38539091 g/mol
• Topological Polar Surface Area (TPSA): 219.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.09
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

• 3-[(1S,4R,7S,10S,13S,16S)-24-Methoxy-10-[(4-methoxyphenyl)methyl]-4,9,13,15,29-pentamethyl-2,5,8,11,14,30-hexaoxo-22-oxa-3,6,9,12,15,29-hexazatetracyclo[14.12.2.218,21.123,27]tritriaconta-18,20,23,25,27(31),32-hexaen-7-yl]propanamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7867	78.67%
Caco-2	-	0.8407	84.07%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Nucleus	0.5841	58.41%
OATP2B1 inhibitior	+	0.5776	57.76%
OATP1B1 inhibitior	+	0.8494	84.94%
OATP1B3 inhibitior	+	0.9329	93.29%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8140	81.40%
BSEP inhibitior	+	0.9774	97.74%
P-glycoprotein inhibitior	+	0.8129	81.29%
P-glycoprotein substrate	+	0.9107	91.07%
CYP3A4 substrate	+	0.7141	71.41%
CYP2C9 substrate	-	0.8009	80.09%
CYP2D6 substrate	-	0.8199	81.99%
CYP3A4 inhibition	+	0.8876	88.76%
CYP2C9 inhibition	-	0.8497	84.97%
CYP2C19 inhibition	-	0.7722	77.22%
CYP2D6 inhibition	-	0.9307	93.07%
CYP1A2 inhibition	-	0.8606	86.06%
CYP2C8 inhibition	+	0.7101	71.01%
CYP inhibitory promiscuity	-	0.8830	88.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6198	61.98%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9158	91.58%
Skin irritation	-	0.7956	79.56%
Skin corrosion	-	0.9375	93.75%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7808	78.08%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	-	0.5323	53.23%
skin sensitisation	-	0.9021	90.21%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.8723	87.23%
Acute Oral Toxicity (c)	III	0.6920	69.20%
Estrogen receptor binding	+	0.8236	82.36%
Androgen receptor binding	+	0.7634	76.34%
Thyroid receptor binding	+	0.6247	62.47%
Glucocorticoid receptor binding	+	0.7044	70.44%
Aromatase binding	+	0.6102	61.02%
PPAR gamma	+	0.7669	76.69%
Honey bee toxicity	-	0.7569	75.69%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	-	0.4256	42.56%

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	99.67%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.41%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.77%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.03%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.04%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.60%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.60%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.97%	86.33%
CHEMBL4208	P20618	Proteasome component C5	93.78%	90.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.28%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.78%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.10%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.44%	93.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.22%	94.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.15%	95.50%
CHEMBL2243	O00519	Anandamide amidohydrolase	86.44%	97.53%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.19%	90.71%
CHEMBL3492	P49721	Proteasome Macropain subunit	85.65%	90.24%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.51%	95.89%
CHEMBL2535	P11166	Glucose transporter	85.27%	98.75%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.02%	97.33%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	84.81%	90.95%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	84.60%	82.38%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.53%	92.94%
CHEMBL1902	P62942	FK506-binding protein 1A	83.06%	97.05%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.11%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.59%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.85%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.66%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	80.20%	91.19%

Plants that contains it

• Rubia cordifolia

Cross-Links

• PubChem: 24857930
• LOTUS: LTS0255309
• wikiData: Q105186441