(2S,6S)-2-[(R)-[(2S,3R,4S,5R)-5-(aminomethyl)-3,4-dihydroxyoxolan-2-yl]oxy-[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl]-1,4-dimethyl-6-[(3S)-14-methyl-3-[(3S)-3-methyl-5-oxo-5-[(2S,3R,4R,5S,6S)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxypentanoyl]oxypentadecanoyl]oxy-3-oxo-1,4-diazepane-5-carboxylic acid

Details

• Internal ID: 56aa6fc1-5ec3-470e-b1e2-23dab4aa3fb0
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Dipeptides
• IUPAC Name: (2S,6S)-2-[(R)-[(2S,3R,4S,5R)-5-(aminomethyl)-3,4-dihydroxyoxolan-2-yl]oxy-[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl]-1,4-dimethyl-6-[(3S)-14-methyl-3-[(3S)-3-methyl-5-oxo-5-[(2S,3R,4R,5S,6S)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxypentanoyl]oxypentadecanoyl]oxy-3-oxo-1,4-diazepane-5-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC(=O)CC(C)CC(=O)OC(CCCCCCCCCCC(C)C)CC(=O)OC2CN(C(C(=O)N(C2C(=O)O)C)C(C3C(C(C(O3)N4C=CC(=O)NC4=O)O)O)OC5C(C(C(O5)CN)O)O)C)OC)OC)OC
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC(=O)C[C@@H](C)CC(=O)O[C@@H](CCCCCCCCCCC(C)C)CC(=O)O[C@H]2CN([C@H](C(=O)N(C2C(=O)O)C)[C@H]([C@@H]3[C@H]([C@H]([C@@H](O3)N4C=CC(=O)NC4=O)O)O)O[C@H]5[C@@H]([C@@H]([C@H](O5)CN)O)O)C)OC)OC)OC
• InChI: InChI=1S/C53H87N5O22/c1-27(2)18-16-14-12-10-11-13-15-17-19-30(75-34(60)22-28(3)23-35(61)78-52-47(73-9)46(72-8)43(71-7)29(4)74-52)24-36(62)76-32-26-56(5)38(48(67)57(6)37(32)50(68)69)44(80-51-42(66)39(63)31(25-54)77-51)45-40(64)41(65)49(79-45)58-21-20-33(59)55-53(58)70/h20-21,27-32,37-47,49,51-52,63-66H,10-19,22-26,54H2,1-9H3,(H,68,69)(H,55,59,70)/t28-,29-,30-,31+,32-,37?,38-,39+,40-,41+,42+,43-,44+,45-,46+,47+,49+,51-,52-/m0/s1
• InChI Key: IDKBSYZJTHLMLI-DANJERETSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₈₇N₅O₂₂
• Molecular Weight: 1146.30 g/mol
• Exact Mass: 1145.58426942 g/mol
• Topological Polar Surface Area (TPSA): 361.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.31
• H-Bond Acceptor: 24
• H-Bond Donor: 7
• Rotatable Bonds: 30

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5328	53.28%
Caco-2	-	0.8600	86.00%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Lysosomes	0.4528	45.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8377	83.77%
OATP1B3 inhibitior	+	0.9289	92.89%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9626	96.26%
P-glycoprotein inhibitior	+	0.7444	74.44%
P-glycoprotein substrate	+	0.8126	81.26%
CYP3A4 substrate	+	0.7382	73.82%
CYP2C9 substrate	-	0.8011	80.11%
CYP2D6 substrate	-	0.8551	85.51%
CYP3A4 inhibition	+	0.5758	57.58%
CYP2C9 inhibition	-	0.7841	78.41%
CYP2C19 inhibition	-	0.8132	81.32%
CYP2D6 inhibition	-	0.8493	84.93%
CYP1A2 inhibition	-	0.8939	89.39%
CYP2C8 inhibition	+	0.7176	71.76%
CYP inhibitory promiscuity	-	0.8344	83.44%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6114	61.14%
Eye corrosion	-	0.9846	98.46%
Eye irritation	-	0.8984	89.84%
Skin irritation	-	0.7800	78.00%
Skin corrosion	-	0.9304	93.04%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7160	71.60%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.5415	54.15%
skin sensitisation	-	0.8682	86.82%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.8789	87.89%
Acute Oral Toxicity (c)	III	0.6086	60.86%
Estrogen receptor binding	+	0.7929	79.29%
Androgen receptor binding	+	0.7334	73.34%
Thyroid receptor binding	+	0.6450	64.50%
Glucocorticoid receptor binding	+	0.7677	76.77%
Aromatase binding	+	0.6234	62.34%
PPAR gamma	+	0.8128	81.28%
Honey bee toxicity	-	0.6720	67.20%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5676	56.76%
Fish aquatic toxicity	+	0.8208	82.08%

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	99.54%	96.09%
CHEMBL2581	P07339	Cathepsin D	99.42%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.83%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.15%	85.14%
CHEMBL1937	Q92769	Histone deacetylase 2	93.79%	94.75%
CHEMBL221	P23219	Cyclooxygenase-1	93.74%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.44%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.89%	86.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.01%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.74%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.02%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.35%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.25%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.22%	99.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.05%	96.47%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.89%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	86.98%	92.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.48%	90.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.88%	97.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.39%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.05%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.75%	96.00%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	81.87%	95.00%
CHEMBL3137261	O14744	PRMT5/MEP50 complex	81.75%	100.00%
CHEMBL5028	O14672	ADAM10	81.25%	97.50%
CHEMBL4588	P22894	Matrix metalloproteinase 8	80.61%	94.66%
CHEMBL3401	O75469	Pregnane X receptor	80.22%	94.73%

Plants that contains it

• Eurycoma harmandiana
• Fontinalis squamosa

Cross-Links

• PubChem: 139586173
• LOTUS: LTS0102258
• wikiData: Q105151517