H-Arg-Pro-Pro-Gly-Phe-Ser-D-Pro-Phe-Arg-OH

Details

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Internal ID 087cd76a-5b06-460e-913c-f62d0b1c9cc8
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
IUPAC Name (2S)-2-[[(2S)-2-[[(2R)-1-[(2S)-2-[[(2S)-2-[[2-[[(2S)-1-[(2S)-1-[(2S)-2-amino-5-(diaminomethylideneamino)pentanoyl]pyrrolidine-2-carbonyl]pyrrolidine-2-carbonyl]amino]acetyl]amino]-3-phenylpropanoyl]amino]-3-hydroxypropanoyl]pyrrolidine-2-carbonyl]amino]-3-phenylpropanoyl]amino]-5-(diaminomethylideneamino)pentanoic acid
SMILES (Canonical) C1CC(N(C1)C(=O)C2CCCN2C(=O)C(CCCN=C(N)N)N)C(=O)NCC(=O)NC(CC3=CC=CC=C3)C(=O)NC(CO)C(=O)N4CCCC4C(=O)NC(CC5=CC=CC=C5)C(=O)NC(CCCN=C(N)N)C(=O)O
SMILES (Isomeric) C1C[C@H](N(C1)C(=O)[C@@H]2CCCN2C(=O)[C@H](CCCN=C(N)N)N)C(=O)NCC(=O)N[C@@H](CC3=CC=CC=C3)C(=O)N[C@@H](CO)C(=O)N4CCC[C@@H]4C(=O)N[C@@H](CC5=CC=CC=C5)C(=O)N[C@@H](CCCN=C(N)N)C(=O)O
InChI InChI=1S/C50H73N15O11/c51-32(16-7-21-56-49(52)53)45(72)65-25-11-20-39(65)47(74)64-24-9-18-37(64)43(70)58-28-40(67)59-34(26-30-12-3-1-4-13-30)41(68)62-36(29-66)46(73)63-23-10-19-38(63)44(71)61-35(27-31-14-5-2-6-15-31)42(69)60-33(48(75)76)17-8-22-57-50(54)55/h1-6,12-15,32-39,66H,7-11,16-29,51H2,(H,58,70)(H,59,67)(H,60,69)(H,61,71)(H,62,68)(H,75,76)(H4,52,53,56)(H4,54,55,57)/t32-,33-,34-,35-,36-,37-,38+,39-/m0/s1
InChI Key QXZGBUJJYSLZLT-HYGTWVIASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C50H73N15O11
Molecular Weight 1060.20 g/mol
Exact Mass 1059.56139820 g/mol
Topological Polar Surface Area (TPSA) 419.00 Ų
XlogP -4.80
Atomic LogP (AlogP) -3.99
H-Bond Acceptor 13
H-Bond Donor 12
Rotatable Bonds 27

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of H-Arg-Pro-Pro-Gly-Phe-Ser-D-Pro-Phe-Arg-OH

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7218 72.18%
Caco-2 - 0.8655 86.55%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6845 68.45%
OATP2B1 inhibitior - 0.8584 85.84%
OATP1B1 inhibitior + 0.8531 85.31%
OATP1B3 inhibitior + 0.9399 93.99%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9787 97.87%
P-glycoprotein inhibitior + 0.7435 74.35%
P-glycoprotein substrate + 0.7524 75.24%
CYP3A4 substrate + 0.7033 70.33%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7971 79.71%
CYP3A4 inhibition - 0.7305 73.05%
CYP2C9 inhibition - 0.9267 92.67%
CYP2C19 inhibition - 0.8225 82.25%
CYP2D6 inhibition - 0.9224 92.24%
CYP1A2 inhibition - 0.8858 88.58%
CYP2C8 inhibition + 0.5219 52.19%
CYP inhibitory promiscuity - 0.9872 98.72%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8400 84.00%
Carcinogenicity (trinary) Non-required 0.5957 59.57%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.8985 89.85%
Skin irritation - 0.7594 75.94%
Skin corrosion - 0.9326 93.26%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6466 64.66%
Micronuclear + 0.8500 85.00%
Hepatotoxicity - 0.5976 59.76%
skin sensitisation - 0.8694 86.94%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.8532 85.32%
Acute Oral Toxicity (c) III 0.6133 61.33%
Estrogen receptor binding + 0.7626 76.26%
Androgen receptor binding + 0.6702 67.02%
Thyroid receptor binding + 0.6119 61.19%
Glucocorticoid receptor binding + 0.5782 57.82%
Aromatase binding + 0.6747 67.47%
PPAR gamma + 0.6540 65.40%
Honey bee toxicity - 0.8211 82.11%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.7244 72.44%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL2581 P07339 Cathepsin D 99.72% 98.95%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 99.44% 98.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.39% 96.09%
CHEMBL2514 O95665 Neurotensin receptor 2 97.68% 100.00%
CHEMBL3837 P07711 Cathepsin L 97.27% 96.61%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.03% 91.11%
CHEMBL1255126 O15151 Protein Mdm4 96.85% 90.20%
CHEMBL221 P23219 Cyclooxygenase-1 96.78% 90.17%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 96.49% 82.69%
CHEMBL204 P00734 Thrombin 96.35% 96.01%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 96.02% 96.03%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 95.60% 97.64%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 95.35% 91.81%
CHEMBL4777 P25929 Neuropeptide Y receptor type 1 95.19% 96.67%
CHEMBL230 P35354 Cyclooxygenase-2 94.69% 89.63%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.38% 99.17%
CHEMBL4198 P98170 Inhibitor of apoptosis protein 3 93.83% 97.79%
CHEMBL4979 P13866 Sodium/glucose cotransporter 1 93.50% 98.24%
CHEMBL4123 P30989 Neurotensin receptor 1 92.93% 96.67%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.34% 97.09%
CHEMBL5701 Q9H2K8 Serine/threonine-protein kinase TAO3 91.66% 96.67%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 91.61% 93.00%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 91.57% 100.00%
CHEMBL2327 P21452 Neurokinin 2 receptor 91.56% 98.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 91.26% 90.71%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 91.02% 93.10%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.67% 94.45%
CHEMBL236 P41143 Delta opioid receptor 90.57% 99.35%
CHEMBL2492 P36544 Neuronal acetylcholine receptor protein alpha-7 subunit 90.56% 88.42%
CHEMBL5261 Q7L7X3 Serine/threonine-protein kinase TAO1 90.46% 89.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.58% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.32% 95.89%
CHEMBL4644 P41968 Melanocortin receptor 3 88.93% 99.52%
CHEMBL237 P41145 Kappa opioid receptor 88.37% 98.10%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 88.33% 97.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.96% 95.56%
CHEMBL1873 P00750 Tissue-type plasminogen activator 87.85% 93.33%
CHEMBL233 P35372 Mu opioid receptor 87.69% 97.93%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 87.47% 97.21%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.94% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.88% 93.56%
CHEMBL4101 P17612 cAMP-dependent protein kinase alpha-catalytic subunit 85.34% 82.86%
CHEMBL4361 Q07820 Induced myeloid leukemia cell differentiation protein Mcl-1 85.32% 95.52%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.40% 96.00%
CHEMBL2535 P11166 Glucose transporter 84.38% 98.75%
CHEMBL5028 O14672 ADAM10 83.72% 97.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.65% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 83.59% 91.19%
CHEMBL4608 P33032 Melanocortin receptor 5 82.51% 97.00%
CHEMBL5939 Q9NZ08 Endoplasmic reticulum aminopeptidase 1 82.47% 100.00%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 81.50% 95.00%
CHEMBL274 P51681 C-C chemokine receptor type 5 80.84% 98.77%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 80.77% 95.17%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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Cross-Links

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PubChem 162881785
LOTUS LTS0244093
wikiData Q105229975