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[D-Leu1,dmAdda5]MC-LR (isomer 2)

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID c19f4004-4b9d-453f-afa3-74a4e4ef7f20
Taxonomy Organic acids and derivatives > Peptidomimetics > Hybrid peptides
IUPAC Name (5R,8S,11R,12S,15S,18S,19S,22R)-15-[3-(diaminomethylideneamino)propyl]-18-[(1E,3E,5S,6S)-6-methoxy-5-methyl-7-phenylhepta-1,3-dienyl]-1,12,19-trimethyl-2-methylidene-5,8-bis(2-methylpropyl)-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
SMILES (Canonical) CC1C(NC(=O)C(NC(=O)C(C(NC(=O)C(NC(=O)C(NC(=O)C(=C)N(C(=O)CCC(NC1=O)C(=O)O)C)CC(C)C)CC(C)C)C(=O)O)C)CCCN=C(N)N)C=CC=CC(C)C(CC2=CC=CC=C2)OC
SMILES (Isomeric) C[C@H]1[C@@H](NC(=O)[C@@H](NC(=O)[C@H]([C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)C(=C)N(C(=O)CC[C@@H](NC1=O)C(=O)O)C)CC(C)C)CC(C)C)C(=O)O)C)CCCN=C(N)N)/C=C/C=C/[C@H](C)[C@H](CC2=CC=CC=C2)OC
InChI InChI=1S/C51H78N10O12/c1-28(2)25-38-47(67)59-39(26-29(3)4)48(68)60-42(50(71)72)32(7)44(64)56-36(21-16-24-54-51(52)53)46(66)55-35(20-15-14-17-30(5)40(73-10)27-34-18-12-11-13-19-34)31(6)43(63)57-37(49(69)70)22-23-41(62)61(9)33(8)45(65)58-38/h11-15,17-20,28-32,35-40,42H,8,16,21-27H2,1-7,9-10H3,(H,55,66)(H,56,64)(H,57,63)(H,58,65)(H,59,67)(H,60,68)(H,69,70)(H,71,72)(H4,52,53,54)/b17-14+,20-15+/t30-,31-,32-,35-,36-,37+,38+,39-,40-,42+/m0/s1
InChI Key ZUIGOPVLTVMXIU-UIZUBYECSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C51H78N10O12
Molecular Weight 1023.20 g/mol
Exact Mass 1022.58006796 g/mol
Topological Polar Surface Area (TPSA) 343.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 1.25
H-Bond Acceptor 11
H-Bond Donor 10
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [D-Leu1,dmAdda5]MC-LR (isomer 2)

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5550 55.50%
Caco-2 - 0.8659 86.59%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.5810 58.10%
OATP2B1 inhibitior - 0.8531 85.31%
OATP1B1 inhibitior + 0.8266 82.66%
OATP1B3 inhibitior + 0.9239 92.39%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9142 91.42%
P-glycoprotein inhibitior + 0.7462 74.62%
P-glycoprotein substrate + 0.8487 84.87%
CYP3A4 substrate + 0.7270 72.70%
CYP2C9 substrate + 0.5767 57.67%
CYP2D6 substrate - 0.8663 86.63%
CYP3A4 inhibition - 0.7154 71.54%
CYP2C9 inhibition - 0.7423 74.23%
CYP2C19 inhibition - 0.7131 71.31%
CYP2D6 inhibition - 0.8899 88.99%
CYP1A2 inhibition - 0.7860 78.60%
CYP2C8 inhibition + 0.7257 72.57%
CYP inhibitory promiscuity - 0.9574 95.74%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8600 86.00%
Carcinogenicity (trinary) Non-required 0.6163 61.63%
Eye corrosion - 0.9828 98.28%
Eye irritation - 0.9006 90.06%
Skin irritation - 0.7623 76.23%
Skin corrosion - 0.9192 91.92%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7197 71.97%
Micronuclear + 0.7900 79.00%
Hepatotoxicity + 0.6177 61.77%
skin sensitisation - 0.8295 82.95%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.8182 81.82%
Acute Oral Toxicity (c) I 0.7594 75.94%
Estrogen receptor binding + 0.7361 73.61%
Androgen receptor binding + 0.7548 75.48%
Thyroid receptor binding + 0.6487 64.87%
Glucocorticoid receptor binding + 0.6971 69.71%
Aromatase binding + 0.6451 64.51%
PPAR gamma + 0.8068 80.68%
Honey bee toxicity - 0.7061 70.61%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.8403 84.03%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.94% 83.82%
CHEMBL2581 P07339 Cathepsin D 99.79% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.48% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.08% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.76% 91.11%
CHEMBL4072 P07858 Cathepsin B 95.44% 93.67%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.10% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.76% 99.17%
CHEMBL3837 P07711 Cathepsin L 91.78% 96.61%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 91.07% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.99% 95.89%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 89.05% 97.64%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.48% 94.45%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 88.21% 96.47%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.31% 93.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.95% 97.09%
CHEMBL1255126 O15151 Protein Mdm4 86.18% 90.20%
CHEMBL4644 P41968 Melanocortin receptor 3 84.89% 99.52%
CHEMBL221 P23219 Cyclooxygenase-1 84.50% 90.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.91% 95.89%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 82.38% 95.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.12% 100.00%
CHEMBL2535 P11166 Glucose transporter 80.85% 98.75%
CHEMBL1951 P21397 Monoamine oxidase A 80.58% 91.49%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 80.14% 91.71%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
There are no matching plants.

Cross-Links

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PubChem 155802460
LOTUS LTS0193553
wikiData Q104246639