H-Asp-D-Pro-Ser-Leu-Lys-OH

Details

• Internal ID: 4730e261-b00d-4d71-a57a-a42289073a96
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
• IUPAC Name: (2S)-6-amino-2-[[(2S)-2-[[(2S)-2-[[(2R)-1-[(2S)-2-amino-3-carboxypropanoyl]pyrrolidine-2-carbonyl]amino]-3-hydroxypropanoyl]amino]-4-methylpentanoyl]amino]hexanoic acid
• SMILES (Canonical): CC(C)CC(C(=O)NC(CCCCN)C(=O)O)NC(=O)C(CO)NC(=O)C1CCCN1C(=O)C(CC(=O)O)N
• SMILES (Isomeric): CC(C)C[C@@H](C(=O)N[C@@H](CCCCN)C(=O)O)NC(=O)[C@H](CO)NC(=O)[C@H]1CCCN1C(=O)[C@H](CC(=O)O)N
• InChI: InChI=1S/C24H42N6O9/c1-13(2)10-16(20(34)27-15(24(38)39)6-3-4-8-25)28-21(35)17(12-31)29-22(36)18-7-5-9-30(18)23(37)14(26)11-19(32)33/h13-18,31H,3-12,25-26H2,1-2H3,(H,27,34)(H,28,35)(H,29,36)(H,32,33)(H,38,39)/t14-,15-,16-,17-,18+/m0/s1
• InChI Key: YXALGQBWVHQVLC-KFGODFMUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₄₂N₆O₉
• Molecular Weight: 558.60 g/mol
• Exact Mass: 558.30132694 g/mol
• Topological Polar Surface Area (TPSA): 255.00 Ų
• XlogP: -8.30
• Atomic LogP (AlogP): -2.51
• H-Bond Acceptor: 9
• H-Bond Donor: 8
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5442	54.42%
Caco-2	-	0.8890	88.90%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Lysosomes	0.5329	53.29%
OATP2B1 inhibitior	-	0.5663	56.63%
OATP1B1 inhibitior	+	0.9216	92.16%
OATP1B3 inhibitior	+	0.9351	93.51%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7832	78.32%
P-glycoprotein inhibitior	+	0.6064	60.64%
P-glycoprotein substrate	+	0.7192	71.92%
CYP3A4 substrate	+	0.6594	65.94%
CYP2C9 substrate	-	0.8003	80.03%
CYP2D6 substrate	-	0.8280	82.80%
CYP3A4 inhibition	-	0.9779	97.79%
CYP2C9 inhibition	-	0.9531	95.31%
CYP2C19 inhibition	-	0.9023	90.23%
CYP2D6 inhibition	-	0.9503	95.03%
CYP1A2 inhibition	-	0.9397	93.97%
CYP2C8 inhibition	-	0.8399	83.99%
CYP inhibitory promiscuity	-	0.9871	98.71%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6404	64.04%
Eye corrosion	-	0.9820	98.20%
Eye irritation	-	0.9264	92.64%
Skin irritation	-	0.7838	78.38%
Skin corrosion	-	0.9283	92.83%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6155	61.55%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.5117	51.17%
skin sensitisation	-	0.8968	89.68%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6395	63.95%
Acute Oral Toxicity (c)	III	0.6120	61.20%
Estrogen receptor binding	+	0.5825	58.25%
Androgen receptor binding	+	0.5707	57.07%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5925	59.25%
Aromatase binding	+	0.5849	58.49%
PPAR gamma	+	0.5752	57.52%
Honey bee toxicity	-	0.9181	91.81%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	-	0.5711	57.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL237	P41145	Kappa opioid receptor	99.90%	98.10%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	99.34%	98.33%
CHEMBL2581	P07339	Cathepsin D	99.22%	98.95%
CHEMBL3837	P07711	Cathepsin L	99.05%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.76%	96.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	98.27%	93.10%
CHEMBL2514	O95665	Neurotensin receptor 2	98.13%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	98.04%	93.56%
CHEMBL4801	P29466	Caspase-1	97.96%	96.85%
CHEMBL4777	P25929	Neuropeptide Y receptor type 1	97.62%	96.67%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	97.27%	98.24%
CHEMBL4625	Q07817	Apoptosis regulator Bcl-X	96.16%	99.77%
CHEMBL4123	P30989	Neurotensin receptor 1	95.30%	96.67%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	94.63%	96.47%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	94.40%	98.94%
CHEMBL204	P00734	Thrombin	94.27%	96.01%
CHEMBL4227	P25090	Lipoxin A4 receptor	94.24%	100.00%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	94.22%	96.03%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	94.05%	97.86%
CHEMBL236	P41143	Delta opioid receptor	93.65%	99.35%
CHEMBL3468	P55210	Caspase-7	93.34%	95.68%
CHEMBL274	P51681	C-C chemokine receptor type 5	93.25%	98.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.42%	97.09%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	92.39%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	92.00%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	91.85%	91.19%
CHEMBL4588	P22894	Matrix metalloproteinase 8	91.29%	94.66%
CHEMBL3176	O43603	Galanin receptor 2	91.23%	98.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.99%	90.71%
CHEMBL3024	P53350	Serine/threonine-protein kinase PLK1	90.95%	97.43%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.82%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	90.81%	90.20%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.50%	93.00%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	89.01%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.55%	94.33%
CHEMBL2334	P42574	Caspase-3	87.37%	98.25%
CHEMBL230	P35354	Cyclooxygenase-2	87.03%	89.63%
CHEMBL3776	Q14790	Caspase-8	86.69%	97.06%
CHEMBL4581	P52732	Kinesin-like protein 1	86.50%	93.18%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.43%	96.00%
CHEMBL1873	P00750	Tissue-type plasminogen activator	86.30%	93.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.20%	95.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.78%	82.69%
CHEMBL4660	P28907	Lymphocyte differentiation antigen CD38	85.51%	95.27%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	85.16%	92.29%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.03%	97.14%
CHEMBL206	P03372	Estrogen receptor alpha	84.81%	97.64%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	84.79%	95.36%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.41%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.23%	95.56%
CHEMBL5028	O14672	ADAM10	84.04%	97.50%
CHEMBL4361	Q07820	Induced myeloid leukemia cell differentiation protein Mcl-1	83.80%	95.52%
CHEMBL3437	Q16853	Amine oxidase, copper containing	83.70%	94.00%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	83.24%	92.32%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.15%	97.21%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.07%	97.25%
CHEMBL2593	P30419	Peptide N-myristoyltransferase 1	82.58%	93.45%
CHEMBL2095164	P49354	Geranylgeranyl transferase type I	82.51%	92.80%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.41%	91.11%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	82.10%	92.38%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.09%	96.95%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.06%	97.50%
CHEMBL4246	P42680	Tyrosine-protein kinase TEC	81.51%	82.05%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.31%	100.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.22%	97.29%
CHEMBL2094135	Q96BI3	Gamma-secretase	80.77%	98.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.75%	94.45%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	80.56%	97.64%
CHEMBL3018	Q9Y5Y6	Matriptase	80.56%	98.33%
CHEMBL3629	P68400	Casein kinase II alpha	80.48%	98.89%
CHEMBL4330	Q9NS75	Cysteinyl leukotriene receptor 2	80.28%	98.00%
CHEMBL283	P08254	Matrix metalloproteinase 3	80.24%	97.29%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	80.17%	95.00%

Plants that contains it

• Phytolacca americana

Cross-Links

• PubChem: 163020424
• LOTUS: LTS0239211
• wikiData: Q105367477