H-DL-Pyr-DL-Gln-DL-Trp-DL-Ala-DL-Val-Gly-DL-His-DL-Phe-DL-Met-NH2

Details

• Internal ID: fd3abb82-7745-4ac8-afcd-5c7b9b2ebe9c
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: N-[1-[[1-[[1-[[2-[[1-[[1-[(1-amino-4-methylsulfanyl-1-oxobutan-2-yl)amino]-1-oxo-3-phenylpropan-2-yl]amino]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]amino]-2-oxoethyl]amino]-3-methyl-1-oxobutan-2-yl]amino]-1-oxopropan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]-2-[(5-oxopyrrolidine-2-carbonyl)amino]pentanediamide
• SMILES (Canonical): CC(C)C(C(=O)NCC(=O)NC(CC1=CN=CN1)C(=O)NC(CC2=CC=CC=C2)C(=O)NC(CCSC)C(=O)N)NC(=O)C(C)NC(=O)C(CC3=CNC4=CC=CC=C43)NC(=O)C(CCC(=O)N)NC(=O)C5CCC(=O)N5
• SMILES (Isomeric): CC(C)C(C(=O)NCC(=O)NC(CC1=CN=CN1)C(=O)NC(CC2=CC=CC=C2)C(=O)NC(CCSC)C(=O)N)NC(=O)C(C)NC(=O)C(CC3=CNC4=CC=CC=C43)NC(=O)C(CCC(=O)N)NC(=O)C5CCC(=O)N5
• InChI: InChI=1S/C51H68N14O11S/c1-27(2)43(51(76)56-25-42(68)60-39(22-31-24-54-26-57-31)50(75)63-37(20-29-10-6-5-7-11-29)49(74)61-34(44(53)69)18-19-77-4)65-45(70)28(3)58-48(73)38(21-30-23-55-33-13-9-8-12-32(30)33)64-47(72)36(14-16-40(52)66)62-46(71)35-15-17-41(67)59-35/h5-13,23-24,26-28,34-39,43,55H,14-22,25H2,1-4H3,(H2,52,66)(H2,53,69)(H,54,57)(H,56,76)(H,58,73)(H,59,67)(H,60,68)(H,61,74)(H,62,71)(H,63,75)(H,64,72)(H,65,70)
• InChI Key: OHCNRADJYUSTIV-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₆₈N₁₄O₁₁S
• Molecular Weight: 1085.20 g/mol
• Exact Mass: 1084.49127021 g/mol
• Topological Polar Surface Area (TPSA): 418.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -2.11
• H-Bond Acceptor: 13
• H-Bond Donor: 13
• Rotatable Bonds: 30

Synonyms

• CAS_5486808
• NSC_5486808

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9674	96.74%
Caco-2	-	0.8717	87.17%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Nucleus	0.4026	40.26%
OATP2B1 inhibitior	-	0.8539	85.39%
OATP1B1 inhibitior	+	0.8039	80.39%
OATP1B3 inhibitior	+	0.9407	94.07%
MATE1 inhibitior	-	0.9009	90.09%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9814	98.14%
P-glycoprotein inhibitior	+	0.7454	74.54%
P-glycoprotein substrate	+	0.8769	87.69%
CYP3A4 substrate	+	0.7377	73.77%
CYP2C9 substrate	-	0.8042	80.42%
CYP2D6 substrate	-	0.8639	86.39%
CYP3A4 inhibition	-	0.9379	93.79%
CYP2C9 inhibition	-	0.6666	66.66%
CYP2C19 inhibition	-	0.7505	75.05%
CYP2D6 inhibition	-	0.8964	89.64%
CYP1A2 inhibition	-	0.8730	87.30%
CYP2C8 inhibition	+	0.7611	76.11%
CYP inhibitory promiscuity	-	0.9280	92.80%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6636	66.36%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.8983	89.83%
Skin irritation	-	0.7830	78.30%
Skin corrosion	-	0.9249	92.49%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7459	74.59%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8700	87.00%
Respiratory toxicity	+	0.9222	92.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.9106	91.06%
Acute Oral Toxicity (c)	III	0.6189	61.89%
Estrogen receptor binding	+	0.7396	73.96%
Androgen receptor binding	+	0.6157	61.57%
Thyroid receptor binding	+	0.6330	63.30%
Glucocorticoid receptor binding	+	0.6208	62.08%
Aromatase binding	+	0.7132	71.32%
PPAR gamma	+	0.7028	70.28%
Honey bee toxicity	-	0.6907	69.07%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.5498	54.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.90%	98.95%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	99.55%	97.64%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	99.37%	97.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.69%	91.11%
CHEMBL259	P32245	Melanocortin receptor 4	98.68%	95.38%
CHEMBL4040	P28482	MAP kinase ERK2	97.96%	83.82%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	97.89%	98.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.79%	96.09%
CHEMBL230	P35354	Cyclooxygenase-2	97.19%	89.63%
CHEMBL4644	P41968	Melanocortin receptor 3	96.94%	99.52%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	96.93%	88.42%
CHEMBL1255126	O15151	Protein Mdm4	96.66%	90.20%
CHEMBL3310	Q96DB2	Histone deacetylase 11	96.15%	88.56%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	95.78%	91.81%
CHEMBL5103	Q969S8	Histone deacetylase 10	95.60%	90.08%
CHEMBL2535	P11166	Glucose transporter	95.50%	98.75%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	95.22%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.22%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.05%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.40%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	92.51%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.06%	99.17%
CHEMBL255	P29275	Adenosine A2b receptor	91.88%	98.59%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.60%	99.23%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	90.24%	98.24%
CHEMBL213	P08588	Beta-1 adrenergic receptor	90.10%	95.56%
CHEMBL3202	P48147	Prolyl endopeptidase	88.63%	90.65%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	87.99%	100.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.72%	93.03%
CHEMBL1914	P06276	Butyrylcholinesterase	87.39%	95.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.85%	82.69%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	86.40%	95.48%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.88%	95.89%
CHEMBL5028	O14672	ADAM10	85.66%	97.50%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	84.74%	96.28%
CHEMBL2094135	Q96BI3	Gamma-secretase	84.21%	98.05%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.99%	93.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.75%	96.00%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	83.70%	96.67%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	83.40%	82.86%
CHEMBL4302	P08183	P-glycoprotein 1	83.33%	92.98%
CHEMBL261	P00915	Carbonic anhydrase I	83.23%	96.76%
CHEMBL2803	P43403	Tyrosine-protein kinase ZAP-70	83.12%	82.50%
CHEMBL4588	P22894	Matrix metalloproteinase 8	82.99%	94.66%
CHEMBL3729	P22748	Carbonic anhydrase IV	82.78%	99.23%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	82.30%	96.25%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	82.19%	95.00%
CHEMBL4608	P33032	Melanocortin receptor 5	82.04%	97.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.01%	97.14%
CHEMBL4393	P39900	Matrix metalloproteinase 12	81.91%	92.22%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.46%	96.90%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	81.18%	98.94%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.69%	89.50%
CHEMBL2514	O95665	Neurotensin receptor 2	80.57%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.24%	95.50%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.17%	91.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14235547
• LOTUS: LTS0119602
• wikiData: Q105192002