H-gGlu-Cys-gGlu-Cys-gGlu-Cys-Gln-OH

Details

• Internal ID: 4cd2a6fb-df21-4d21-a300-dd339b7ca5bd
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (2S)-2-amino-5-[[(2R)-1-[[(1S)-4-[[(2R)-1-[[(1S)-4-[[(2R)-1-[[(1S)-4-amino-1-carboxy-4-oxobutyl]amino]-1-oxo-3-sulfanylpropan-2-yl]amino]-1-carboxy-4-oxobutyl]amino]-1-oxo-3-sulfanylpropan-2-yl]amino]-1-carboxy-4-oxobutyl]amino]-1-oxo-3-sulfanylpropan-2-yl]amino]-5-oxopentanoic acid
• SMILES (Canonical): C(CC(=O)NC(CS)C(=O)NC(CCC(=O)NC(CS)C(=O)NC(CCC(=O)NC(CS)C(=O)NC(CCC(=O)N)C(=O)O)C(=O)O)C(=O)O)C(C(=O)O)N
• SMILES (Isomeric): C(CC(=O)N[C@@H](CS)C(=O)N[C@@H](CCC(=O)N[C@@H](CS)C(=O)N[C@@H](CCC(=O)N[C@@H](CS)C(=O)N[C@@H](CCC(=O)N)C(=O)O)C(=O)O)C(=O)O)[C@@H](C(=O)O)N
• InChI: InChI=1S/C29H46N8O15S3/c30-12(26(45)46)1-6-20(39)32-16(9-53)24(43)36-14(28(49)50)3-8-22(41)34-18(11-55)25(44)37-15(29(51)52)4-7-21(40)33-17(10-54)23(42)35-13(27(47)48)2-5-19(31)38/h12-18,53-55H,1-11,30H2,(H2,31,38)(H,32,39)(H,33,40)(H,34,41)(H,35,42)(H,36,43)(H,37,44)(H,45,46)(H,47,48)(H,49,50)(H,51,52)/t12-,13-,14-,15-,16-,17-,18-/m0/s1
• InChI Key: RMUUVZIGKJGUQV-GOMYCMKKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₆N₈O₁₅S₃
• Molecular Weight: 842.90 g/mol
• Exact Mass: 842.22447631 g/mol
• Topological Polar Surface Area (TPSA): 396.00 Ų
• XlogP: -7.50
• Atomic LogP (AlogP): -5.04
• H-Bond Acceptor: 15
• H-Bond Donor: 15
• Rotatable Bonds: 28

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8049	80.49%
Caco-2	-	0.8600	86.00%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5802	58.02%
OATP2B1 inhibitior	-	0.5772	57.72%
OATP1B1 inhibitior	+	0.9314	93.14%
OATP1B3 inhibitior	+	0.9447	94.47%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.5788	57.88%
P-glycoprotein inhibitior	+	0.7330	73.30%
P-glycoprotein substrate	-	0.8201	82.01%
CYP3A4 substrate	-	0.5560	55.60%
CYP2C9 substrate	-	0.6211	62.11%
CYP2D6 substrate	-	0.8041	80.41%
CYP3A4 inhibition	-	0.9160	91.60%
CYP2C9 inhibition	-	0.9173	91.73%
CYP2C19 inhibition	-	0.9236	92.36%
CYP2D6 inhibition	-	0.9389	93.89%
CYP1A2 inhibition	-	0.9427	94.27%
CYP2C8 inhibition	-	0.9379	93.79%
CYP inhibitory promiscuity	-	0.9898	98.98%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.7199	71.99%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.8927	89.27%
Skin irritation	-	0.8417	84.17%
Skin corrosion	-	0.9341	93.41%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5901	59.01%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.9379	93.79%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.8216	82.16%
Acute Oral Toxicity (c)	III	0.6536	65.36%
Estrogen receptor binding	+	0.7552	75.52%
Androgen receptor binding	-	0.5329	53.29%
Thyroid receptor binding	+	0.5438	54.38%
Glucocorticoid receptor binding	+	0.5900	59.00%
Aromatase binding	+	0.6914	69.14%
PPAR gamma	+	0.6918	69.18%
Honey bee toxicity	-	0.8936	89.36%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	-	0.8980	89.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.02%	83.82%
CHEMBL236	P41143	Delta opioid receptor	96.72%	99.35%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	95.38%	92.29%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.34%	99.17%
CHEMBL2581	P07339	Cathepsin D	94.30%	98.95%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	93.11%	95.17%
CHEMBL221	P23219	Cyclooxygenase-1	92.40%	90.17%
CHEMBL1255126	O15151	Protein Mdm4	92.15%	90.20%
CHEMBL233	P35372	Mu opioid receptor	91.73%	97.93%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	90.08%	100.00%
CHEMBL3234	P08631	Tyrosine-protein kinase HCK	89.05%	88.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.41%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.81%	96.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.61%	96.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.07%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.58%	94.45%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	86.58%	96.03%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	85.94%	82.86%
CHEMBL340	P08684	Cytochrome P450 3A4	85.48%	91.19%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.31%	97.21%
CHEMBL2094135	Q96BI3	Gamma-secretase	84.42%	98.05%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	84.10%	97.23%
CHEMBL2514	O95665	Neurotensin receptor 2	84.06%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.10%	89.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.05%	82.69%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.49%	90.71%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	82.21%	98.33%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	82.11%	98.24%
CHEMBL3018	Q9Y5Y6	Matriptase	81.96%	98.33%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.05%	96.47%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.94%	93.56%

Plants that contains it

• Armoracia rusticana

Cross-Links

• PubChem: 101020009
• NPASS: NPC26032