H-Orn(CH(NH2)2)(CH(NH2)2)-His-Phe-Trp-D-Pro-D-aIle-Pyr-OH

Details

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Internal ID bc9af378-cc7d-405a-88b4-d2a3e0b3f6eb
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
IUPAC Name (2S)-1-[(2R,3S)-2-[[(2R)-1-[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-amino-5-(diaminomethylamino)pentanoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]-3-phenylpropanoyl]amino]-3-(1H-indol-3-yl)propanoyl]pyrrolidine-2-carbonyl]amino]-3-methylpentanoyl]-5-oxopyrrolidine-2-carboxylic acid
SMILES (Canonical) CCC(C)C(C(=O)N1C(CCC1=O)C(=O)O)NC(=O)C2CCCN2C(=O)C(CC3=CNC4=CC=CC=C43)NC(=O)C(CC5=CC=CC=C5)NC(=O)C(CC6=CN=CN6)NC(=O)C(CCCNC(N)N)N
SMILES (Isomeric) CC[C@H](C)[C@H](C(=O)N1[C@@H](CCC1=O)C(=O)O)NC(=O)[C@H]2CCCN2C(=O)[C@H](CC3=CNC4=CC=CC=C43)NC(=O)[C@H](CC5=CC=CC=C5)NC(=O)[C@H](CC6=CN=CN6)NC(=O)[C@H](CCCNC(N)N)N
InChI InChI=1S/C48H65N13O9/c1-3-27(2)40(46(68)61-38(47(69)70)17-18-39(61)62)59-44(66)37-16-10-20-60(37)45(67)36(22-29-24-54-33-15-8-7-13-31(29)33)58-42(64)34(21-28-11-5-4-6-12-28)57-43(65)35(23-30-25-52-26-55-30)56-41(63)32(49)14-9-19-53-48(50)51/h4-8,11-13,15,24-27,32,34-38,40,48,53-54H,3,9-10,14,16-23,49-51H2,1-2H3,(H,52,55)(H,56,63)(H,57,65)(H,58,64)(H,59,66)(H,69,70)/t27-,32-,34-,35-,36-,37+,38-,40+/m0/s1
InChI Key VVJGAAGRCBZLLL-RSGPXGARSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C48H65N13O9
Molecular Weight 968.10 g/mol
Exact Mass 967.50282070 g/mol
Topological Polar Surface Area (TPSA) 346.00 Ų
XlogP -1.90
Atomic LogP (AlogP) -0.60
H-Bond Acceptor 13
H-Bond Donor 11
Rotatable Bonds 24

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of H-Orn(CH(NH2)2)(CH(NH2)2)-His-Phe-Trp-D-Pro-D-aIle-Pyr-OH

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9185 91.85%
Caco-2 - 0.8742 87.42%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.4393 43.93%
OATP2B1 inhibitior - 0.8542 85.42%
OATP1B1 inhibitior + 0.8284 82.84%
OATP1B3 inhibitior + 0.9383 93.83%
MATE1 inhibitior - 0.9409 94.09%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9831 98.31%
P-glycoprotein inhibitior + 0.7494 74.94%
P-glycoprotein substrate + 0.8483 84.83%
CYP3A4 substrate + 0.7423 74.23%
CYP2C9 substrate - 0.6137 61.37%
CYP2D6 substrate - 0.8276 82.76%
CYP3A4 inhibition - 0.8134 81.34%
CYP2C9 inhibition - 0.7745 77.45%
CYP2C19 inhibition - 0.8127 81.27%
CYP2D6 inhibition - 0.9201 92.01%
CYP1A2 inhibition - 0.8673 86.73%
CYP2C8 inhibition + 0.7364 73.64%
CYP inhibitory promiscuity - 0.9110 91.10%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6038 60.38%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9029 90.29%
Skin irritation - 0.7817 78.17%
Skin corrosion - 0.9385 93.85%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3645 36.45%
Micronuclear + 0.8800 88.00%
Hepatotoxicity + 0.5962 59.62%
skin sensitisation - 0.8817 88.17%
Respiratory toxicity + 0.8889 88.89%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.9116 91.16%
Acute Oral Toxicity (c) III 0.5767 57.67%
Estrogen receptor binding + 0.7940 79.40%
Androgen receptor binding + 0.6299 62.99%
Thyroid receptor binding + 0.6256 62.56%
Glucocorticoid receptor binding + 0.5595 55.95%
Aromatase binding + 0.6342 63.42%
PPAR gamma + 0.7325 73.25%
Honey bee toxicity - 0.7437 74.37%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.8557 85.57%

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 99.85% 98.95%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 99.79% 97.64%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 99.71% 98.33%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 99.11% 91.81%
CHEMBL3837 P07711 Cathepsin L 98.06% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.99% 96.09%
CHEMBL1255126 O15151 Protein Mdm4 97.87% 90.20%
CHEMBL4361 Q07820 Induced myeloid leukemia cell differentiation protein Mcl-1 97.38% 95.52%
CHEMBL2514 O95665 Neurotensin receptor 2 97.29% 100.00%
CHEMBL261 P00915 Carbonic anhydrase I 96.39% 96.76%
CHEMBL230 P35354 Cyclooxygenase-2 96.27% 89.63%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.97% 95.56%
CHEMBL2535 P11166 Glucose transporter 95.16% 98.75%
CHEMBL1914 P06276 Butyrylcholinesterase 95.04% 95.00%
CHEMBL4979 P13866 Sodium/glucose cotransporter 1 94.78% 98.24%
CHEMBL2492 P36544 Neuronal acetylcholine receptor protein alpha-7 subunit 94.68% 88.42%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.29% 91.11%
CHEMBL333 P08253 Matrix metalloproteinase-2 94.20% 96.31%
CHEMBL4644 P41968 Melanocortin receptor 3 94.03% 99.52%
CHEMBL3310 Q96DB2 Histone deacetylase 11 93.68% 88.56%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 93.25% 97.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.19% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 92.97% 90.17%
CHEMBL4393 P39900 Matrix metalloproteinase 12 91.55% 92.22%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.33% 95.89%
CHEMBL5103 Q969S8 Histone deacetylase 10 91.23% 90.08%
CHEMBL4123 P30989 Neurotensin receptor 1 90.82% 96.67%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.27% 97.09%
CHEMBL4588 P22894 Matrix metalloproteinase 8 89.71% 94.66%
CHEMBL255 P29275 Adenosine A2b receptor 89.23% 98.59%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.21% 99.23%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 88.95% 93.03%
CHEMBL5939 Q9NZ08 Endoplasmic reticulum aminopeptidase 1 87.80% 100.00%
CHEMBL5028 O14672 ADAM10 87.11% 97.50%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.70% 96.47%
CHEMBL3729 P22748 Carbonic anhydrase IV 86.47% 99.23%
CHEMBL4801 P29466 Caspase-1 86.05% 96.85%
CHEMBL2096618 P11274 Bcr/Abl fusion protein 85.53% 85.83%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.51% 96.90%
CHEMBL213 P08588 Beta-1 adrenergic receptor 85.29% 95.56%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.28% 95.50%
CHEMBL2327 P21452 Neurokinin 2 receptor 85.26% 98.89%
CHEMBL259 P32245 Melanocortin receptor 4 85.25% 95.38%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 84.74% 100.00%
CHEMBL4302 P08183 P-glycoprotein 1 84.59% 92.98%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.25% 99.17%
CHEMBL340 P08684 Cytochrome P450 3A4 84.04% 91.19%
CHEMBL321 P14780 Matrix metalloproteinase 9 82.14% 92.12%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 81.10% 96.25%
CHEMBL1741221 Q9Y4P1 Cysteine protease ATG4B 81.09% 87.50%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 80.88% 95.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.71% 90.71%
CHEMBL1808 P12821 Angiotensin-converting enzyme 80.05% 93.39%

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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There are no matching plants.

Cross-Links

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PubChem 163187100
LOTUS LTS0169987
wikiData Q105297691