(Z)-10-[hydroxy-[(5S)-5-[[(2R,3S)-3-hydroxy-2-[(2-hydroxybenzoyl)amino]butanoyl]amino]-6-[(2R,3S)-1-[[(3R)-1-hydroxy-2-oxoazepan-3-yl]amino]-2-methyl-1-oxopentan-3-yl]oxy-6-oxohexyl]amino]-10-oxodec-8-enoic acid

Details

• Internal ID: d5ac997b-3e5d-4ec9-90b8-58b16705fc21
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
• IUPAC Name: (Z)-10-[hydroxy-[(5S)-5-[[(2R,3S)-3-hydroxy-2-[(2-hydroxybenzoyl)amino]butanoyl]amino]-6-[(2R,3S)-1-[[(3R)-1-hydroxy-2-oxoazepan-3-yl]amino]-2-methyl-1-oxopentan-3-yl]oxy-6-oxohexyl]amino]-10-oxodec-8-enoic acid
• SMILES (Canonical): CCC(C(C)C(=O)NC1CCCCN(C1=O)O)OC(=O)C(CCCCN(C(=O)C=CCCCCCCC(=O)O)O)NC(=O)C(C(C)O)NC(=O)C2=CC=CC=C2O
• SMILES (Isomeric): CC[C@@H]([C@@H](C)C(=O)N[C@@H]1CCCCN(C1=O)O)OC(=O)[C@H](CCCCN(C(=O)/C=C\CCCCCCC(=O)O)O)NC(=O)[C@@H]([C@H](C)O)NC(=O)C2=CC=CC=C2O
• InChI: InChI=1S/C39H59N5O13/c1-4-31(25(2)35(50)40-28-18-13-16-24-44(56)38(28)53)57-39(54)29(41-37(52)34(26(3)45)42-36(51)27-17-11-12-20-30(27)46)19-14-15-23-43(55)32(47)21-9-7-5-6-8-10-22-33(48)49/h9,11-12,17,20-21,25-26,28-29,31,34,45-46,55-56H,4-8,10,13-16,18-19,22-24H2,1-3H3,(H,40,50)(H,41,52)(H,42,51)(H,48,49)/b21-9-/t25-,26+,28-,29+,31+,34-/m1/s1
• InChI Key: IKDYVUBIUXZCLQ-XYMPJKOVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₅₉N₅O₁₃
• Molecular Weight: 805.90 g/mol
• Exact Mass: 805.41093695 g/mol
• Topological Polar Surface Area (TPSA): 272.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.57
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 24

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6320	63.20%
Caco-2	-	0.8652	86.52%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6179	61.79%
OATP2B1 inhibitior	-	0.5717	57.17%
OATP1B1 inhibitior	+	0.8189	81.89%
OATP1B3 inhibitior	+	0.9257	92.57%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9383	93.83%
P-glycoprotein inhibitior	+	0.7479	74.79%
P-glycoprotein substrate	+	0.7840	78.40%
CYP3A4 substrate	+	0.7351	73.51%
CYP2C9 substrate	-	0.6015	60.15%
CYP2D6 substrate	-	0.8780	87.80%
CYP3A4 inhibition	+	0.6243	62.43%
CYP2C9 inhibition	-	0.8220	82.20%
CYP2C19 inhibition	-	0.7751	77.51%
CYP2D6 inhibition	-	0.8750	87.50%
CYP1A2 inhibition	-	0.8231	82.31%
CYP2C8 inhibition	+	0.6237	62.37%
CYP inhibitory promiscuity	-	0.9215	92.15%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6700	67.00%
Carcinogenicity (trinary)	Non-required	0.5893	58.93%
Eye corrosion	-	0.9828	98.28%
Eye irritation	-	0.9100	91.00%
Skin irritation	-	0.7582	75.82%
Skin corrosion	-	0.9284	92.84%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3966	39.66%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.6040	60.40%
skin sensitisation	-	0.8469	84.69%
Respiratory toxicity	+	0.9222	92.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6778	67.78%
Acute Oral Toxicity (c)	III	0.6139	61.39%
Estrogen receptor binding	+	0.8351	83.51%
Androgen receptor binding	+	0.7252	72.52%
Thyroid receptor binding	+	0.5449	54.49%
Glucocorticoid receptor binding	+	0.6521	65.21%
Aromatase binding	+	0.6128	61.28%
PPAR gamma	+	0.7605	76.05%
Honey bee toxicity	-	0.7554	75.54%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9527	95.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.92%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	99.15%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.92%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	98.26%	93.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.38%	99.17%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	94.48%	98.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.19%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.21%	91.11%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	90.58%	93.10%
CHEMBL4040	P28482	MAP kinase ERK2	90.48%	83.82%
CHEMBL5028	O14672	ADAM10	90.04%	97.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.79%	90.71%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.58%	96.47%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.67%	99.23%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.58%	100.00%
CHEMBL2514	O95665	Neurotensin receptor 2	88.23%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.18%	97.14%
CHEMBL5103	Q969S8	Histone deacetylase 10	88.11%	90.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.91%	95.89%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	87.42%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.22%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.80%	94.45%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	86.71%	95.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.51%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.46%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.24%	93.03%
CHEMBL5255	O00206	Toll-like receptor 4	84.14%	92.50%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	83.93%	82.38%
CHEMBL3776	Q14790	Caspase-8	82.57%	97.06%
CHEMBL340	P08684	Cytochrome P450 3A4	81.78%	91.19%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	80.95%	91.81%
CHEMBL4330	Q9NS75	Cysteinyl leukotriene receptor 2	80.74%	98.00%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.55%	90.24%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	80.40%	97.64%

Plants that contains it

• Isatis tinctoria

Cross-Links

• PubChem: 163190360
• LOTUS: LTS0275866
• wikiData: Q104916985