2-[[2-[[5-[acetyl(hydroxy)amino]-2-[[5-[acetyl(hydroxy)amino]-2-[[5-[acetyl(hydroxy)amino]-2-aminopentanoyl]amino]pentanoyl]amino]pentanoyl]amino]-3-hydroxypropanoyl]amino]-3-[(2R,3S,4R,5R)-3,4-dihydroxy-5-(3-methyl-2,4-dioxopyrimidin-1-yl)thiolan-2-yl]-3-hydroxypropanoic acid

Details

• Internal ID: 3a0d01da-e199-4f67-aa60-3f84e3b38c1a
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: 2-[[2-[[5-[acetyl(hydroxy)amino]-2-[[5-[acetyl(hydroxy)amino]-2-[[5-[acetyl(hydroxy)amino]-2-aminopentanoyl]amino]pentanoyl]amino]pentanoyl]amino]-3-hydroxypropanoyl]amino]-3-[(2R,3S,4R,5R)-3,4-dihydroxy-5-(3-methyl-2,4-dioxopyrimidin-1-yl)thiolan-2-yl]-3-hydroxypropanoic acid
• SMILES (Canonical): CC(=O)N(CCCC(C(=O)NC(CCCN(C(=O)C)O)C(=O)NC(CCCN(C(=O)C)O)C(=O)NC(CO)C(=O)NC(C(C1C(C(C(S1)N2C=CC(=O)N(C2=O)C)O)O)O)C(=O)O)N)O
• SMILES (Isomeric): CC(=O)N(CCCC(C(=O)NC(CCCN(C(=O)C)O)C(=O)NC(CCCN(C(=O)C)O)C(=O)NC(CO)C(=O)NC(C([C@@H]1[C@H]([C@H]([C@@H](S1)N2C=CC(=O)N(C2=O)C)O)O)O)C(=O)O)N)O
• InChI: InChI=1S/C36H58N10O18S/c1-17(48)44(62)12-5-8-20(37)30(55)38-21(9-6-13-45(63)18(2)49)31(56)39-22(10-7-14-46(64)19(3)50)32(57)40-23(16-47)33(58)41-25(35(59)60)26(52)29-27(53)28(54)34(65-29)43-15-11-24(51)42(4)36(43)61/h11,15,20-23,25-29,34,47,52-54,62-64H,5-10,12-14,16,37H2,1-4H3,(H,38,55)(H,39,56)(H,40,57)(H,41,58)(H,59,60)/t20?,21?,22?,23?,25?,26?,27-,28+,29+,34+/m0/s1
• InChI Key: CNKXFPHRGCBCDZ-YMJWNCHTSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₈N₁₀O₁₈S
• Molecular Weight: 951.00 g/mol
• Exact Mass: 950.36512621 g/mol
• Topological Polar Surface Area (TPSA): 448.00 Ų
• XlogP: -8.80
• Atomic LogP (AlogP): -6.36
• H-Bond Acceptor: 21
• H-Bond Donor: 13
• Rotatable Bonds: 25

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6483	64.83%
Caco-2	-	0.8625	86.25%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.4372	43.72%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.8877	88.77%
OATP1B3 inhibitior	+	0.9358	93.58%
MATE1 inhibitior	-	0.8419	84.19%
OCT2 inhibitior	-	0.8061	80.61%
BSEP inhibitior	+	0.6863	68.63%
P-glycoprotein inhibitior	+	0.7408	74.08%
P-glycoprotein substrate	+	0.7283	72.83%
CYP3A4 substrate	+	0.6869	68.69%
CYP2C9 substrate	-	0.8023	80.23%
CYP2D6 substrate	-	0.8502	85.02%
CYP3A4 inhibition	+	0.5991	59.91%
CYP2C9 inhibition	-	0.7023	70.23%
CYP2C19 inhibition	-	0.6722	67.22%
CYP2D6 inhibition	-	0.8666	86.66%
CYP1A2 inhibition	-	0.7899	78.99%
CYP2C8 inhibition	-	0.5888	58.88%
CYP inhibitory promiscuity	-	0.8888	88.88%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.4970	49.70%
Eye corrosion	-	0.9805	98.05%
Eye irritation	-	0.9002	90.02%
Skin irritation	-	0.7614	76.14%
Skin corrosion	-	0.9181	91.81%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3859	38.59%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.6012	60.12%
skin sensitisation	-	0.8312	83.12%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.7252	72.52%
Acute Oral Toxicity (c)	III	0.5553	55.53%
Estrogen receptor binding	+	0.7772	77.72%
Androgen receptor binding	+	0.7137	71.37%
Thyroid receptor binding	+	0.5661	56.61%
Glucocorticoid receptor binding	+	0.5772	57.72%
Aromatase binding	+	0.6440	64.40%
PPAR gamma	+	0.7423	74.23%
Honey bee toxicity	-	0.8529	85.29%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	-	0.5898	58.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.78%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.33%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	99.10%	83.82%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	93.76%	98.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.62%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.58%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.50%	99.17%
CHEMBL2514	O95665	Neurotensin receptor 2	92.11%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.49%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.52%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.95%	91.11%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	85.69%	93.10%
CHEMBL221	P23219	Cyclooxygenase-1	84.94%	90.17%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.75%	96.90%
CHEMBL5028	O14672	ADAM10	83.63%	97.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.56%	95.89%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.07%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.93%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	80.92%	91.19%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.89%	90.08%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.11%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 3083717
• LOTUS: LTS0027072
• wikiData: Q104393634