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[D-Leu1,dmAdda5]MC-LR (isomer 1)

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 fe3cd3d9-cd59-4eb9-96a0-5dfca01c84c6
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,6R)-6-methoxy-3-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(=CCC(CC2=CC=CC=C2)OC)C
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[C@H](CC2=CC=CC=C2)OC)/C
InChI InChI=1S/C51H78N10O12/c1-28(2)25-39-47(67)59-40(26-29(3)4)48(68)60-42(50(71)72)32(7)44(64)56-37(17-14-24-54-51(52)53)46(66)55-36(21-19-30(5)18-20-35(73-10)27-34-15-12-11-13-16-34)31(6)43(63)57-38(49(69)70)22-23-41(62)61(9)33(8)45(65)58-39/h11-13,15-16,18-19,21,28-29,31-32,35-40,42H,8,14,17,20,22-27H2,1-7,9-10H3,(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)/b21-19+,30-18+/t31-,32-,35+,36-,37-,38+,39+,40-,42+/m0/s1
InChI Key SCAWNGGFANAHEA-YFVOVKPZSA-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 3.30
Atomic LogP (AlogP) 1.40
H-Bond Acceptor 11
H-Bond Donor 10
Rotatable Bonds 17

Synonyms

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DTXSID101334126

2D Structure

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2D Structure of [D-Leu1,dmAdda5]MC-LR (isomer 1)

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5298 52.98%
Caco-2 - 0.8641 86.41%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.5990 59.90%
OATP2B1 inhibitior - 0.8552 85.52%
OATP1B1 inhibitior + 0.8220 82.20%
OATP1B3 inhibitior + 0.9241 92.41%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9028 90.28%
P-glycoprotein inhibitior + 0.7463 74.63%
P-glycoprotein substrate + 0.8591 85.91%
CYP3A4 substrate + 0.7318 73.18%
CYP2C9 substrate + 0.5767 57.67%
CYP2D6 substrate - 0.8663 86.63%
CYP3A4 inhibition - 0.8003 80.03%
CYP2C9 inhibition - 0.7248 72.48%
CYP2C19 inhibition - 0.6961 69.61%
CYP2D6 inhibition - 0.8881 88.81%
CYP1A2 inhibition - 0.7609 76.09%
CYP2C8 inhibition + 0.7551 75.51%
CYP inhibitory promiscuity - 0.9409 94.09%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8500 85.00%
Carcinogenicity (trinary) Non-required 0.6069 60.69%
Eye corrosion - 0.9821 98.21%
Eye irritation - 0.9002 90.02%
Skin irritation - 0.7602 76.02%
Skin corrosion - 0.9179 91.79%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6991 69.91%
Micronuclear + 0.7900 79.00%
Hepatotoxicity + 0.5927 59.27%
skin sensitisation - 0.8275 82.75%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.7073 70.73%
Acute Oral Toxicity (c) I 0.8102 81.02%
Estrogen receptor binding + 0.7441 74.41%
Androgen receptor binding + 0.7549 75.49%
Thyroid receptor binding + 0.6447 64.47%
Glucocorticoid receptor binding + 0.6910 69.10%
Aromatase binding + 0.6559 65.59%
PPAR gamma + 0.8037 80.37%
Honey bee toxicity - 0.6927 69.27%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.8531 85.31%

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 99.73% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.47% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 97.51% 83.82%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.63% 95.56%
CHEMBL4072 P07858 Cathepsin B 96.42% 93.67%
CHEMBL3837 P07711 Cathepsin L 95.56% 96.61%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.24% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.21% 91.11%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 91.71% 97.64%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.63% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.22% 99.17%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.68% 90.71%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 89.45% 93.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 87.85% 91.71%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.54% 96.47%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.42% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.69% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.28% 97.09%
CHEMBL1255126 O15151 Protein Mdm4 85.22% 90.20%
CHEMBL4644 P41968 Melanocortin receptor 3 81.36% 99.52%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.01% 100.00%

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 155802322
LOTUS LTS0058112
wikiData Q104246638