RA-Xxiv

Details

• Internal ID: d74cc8f5-9857-4fc7-a271-99ad38942a31
• 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-hydroxy-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)O)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)O)C)C)CC5=CC=C(C=C5)OC)C)CCC(=O)N
• InChI: InChI=1S/C42H51N7O10/c1-23-37(52)46-30(16-18-36(43)51)41(56)47(3)31(19-25-7-12-28(58-6)13-8-25)39(54)45-24(2)40(55)49(5)33-20-26-9-14-29(15-10-26)59-35-22-27(11-17-34(35)50)21-32(38(53)44-23)48(4)42(33)57/h7-15,17,22-24,30-33,50H,16,18-21H2,1-6H3,(H2,43,51)(H,44,53)(H,45,54)(H,46,52)/t23-,24+,30+,31+,32+,33+/m1/s1
• InChI Key: YICIGXQVVJHRDG-YQPHQQCRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₅₁N₇O₁₀
• Molecular Weight: 813.90 g/mol
• Exact Mass: 813.36974085 g/mol
• Topological Polar Surface Area (TPSA): 230.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 0.79
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

• CHEMBL1288989
• 3-[(1S,4R,7S,10S,13S,16S)-24-Hydroxy-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	+	0.6470	64.70%
Caco-2	-	0.8508	85.08%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Nucleus	0.5541	55.41%
OATP2B1 inhibitior	-	0.5654	56.54%
OATP1B1 inhibitior	+	0.8454	84.54%
OATP1B3 inhibitior	+	0.9290	92.90%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8640	86.40%
BSEP inhibitior	+	0.9751	97.51%
P-glycoprotein inhibitior	+	0.8027	80.27%
P-glycoprotein substrate	+	0.9298	92.98%
CYP3A4 substrate	+	0.7101	71.01%
CYP2C9 substrate	-	0.8007	80.07%
CYP2D6 substrate	-	0.8101	81.01%
CYP3A4 inhibition	+	0.8361	83.61%
CYP2C9 inhibition	-	0.8780	87.80%
CYP2C19 inhibition	-	0.8530	85.30%
CYP2D6 inhibition	-	0.9266	92.66%
CYP1A2 inhibition	-	0.8912	89.12%
CYP2C8 inhibition	+	0.6785	67.85%
CYP inhibitory promiscuity	-	0.9409	94.09%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6343	63.43%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9172	91.72%
Skin irritation	-	0.7929	79.29%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6736	67.36%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.5198	51.98%
skin sensitisation	-	0.8984	89.84%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.8576	85.76%
Acute Oral Toxicity (c)	III	0.6905	69.05%
Estrogen receptor binding	+	0.8315	83.15%
Androgen receptor binding	+	0.7819	78.19%
Thyroid receptor binding	+	0.6259	62.59%
Glucocorticoid receptor binding	+	0.7060	70.60%
Aromatase binding	+	0.5921	59.21%
PPAR gamma	+	0.7845	78.45%
Honey bee toxicity	-	0.7625	76.25%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	-	0.4918	49.18%

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	99.50%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.43%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.75%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.42%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.48%	95.56%
CHEMBL4208	P20618	Proteasome component C5	93.69%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.53%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.12%	99.15%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.93%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.97%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.09%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.47%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.10%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.04%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.49%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.64%	92.94%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.15%	95.50%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.88%	90.24%
CHEMBL2243	O00519	Anandamide amidohydrolase	84.63%	97.53%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.62%	97.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.46%	93.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.34%	96.95%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.47%	82.38%
CHEMBL340	P08684	Cytochrome P450 3A4	81.19%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.76%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.66%	89.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.09%	85.00%

Plants that contains it

• Rubia cordifolia
• Rubia yunnanensis

Cross-Links

• PubChem: 24881308
• NPASS: NPC138083
• ChEMBL: CHEMBL1288989
• LOTUS: LTS0112058
• wikiData: Q105348753