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[D-Leu1,D-MeO-Glu6]MC-LR

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 9aa4ee2d-e678-4315-9e92-c08e960914f0
Taxonomy Organic acids and derivatives > Peptidomimetics > Hybrid peptides
IUPAC Name (5R,8S,11R,12S,15S,18S,19S,22R)-15-[3-(diaminomethylideneamino)propyl]-22-methoxycarbonyl-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-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-carboxylic 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)OC)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)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)OC)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)/C
InChI InChI=1S/C53H82N10O12/c1-29(2)25-40-49(69)61-41(26-30(3)4)50(70)62-44(51(71)72)34(8)46(66)58-38(19-16-24-56-53(54)55)48(68)57-37(21-20-31(5)27-32(6)42(74-11)28-36-17-14-13-15-18-36)33(7)45(65)59-39(52(73)75-12)22-23-43(64)63(10)35(9)47(67)60-40/h13-15,17-18,20-21,27,29-30,32-34,37-42,44H,9,16,19,22-26,28H2,1-8,10-12H3,(H,57,68)(H,58,66)(H,59,65)(H,60,67)(H,61,69)(H,62,70)(H,71,72)(H4,54,55,56)/b21-20+,31-27+/t32-,33-,34-,37-,38-,39+,40+,41-,42-,44+/m0/s1
InChI Key FDKBJUJOGLCGGN-SGPOGQQTSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C53H82N10O12
Molecular Weight 1051.30 g/mol
Exact Mass 1050.61136809 g/mol
Topological Polar Surface Area (TPSA) 332.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 1.73
H-Bond Acceptor 12
H-Bond Donor 9
Rotatable Bonds 17

Synonyms

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(D-Leu1,D-MeO-Glu6)MC-LR
(D-Leu1,D-Glu(OMe)6)MC-LR
[D-Leu1,D-Glu(OMe)6]MC-LR
(5R,8S,11R,12S,15S,18S,19S,22R)-15-[3-(diaminomethylideneamino)propyl]-22-methoxycarbonyl-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-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-carboxylic acid
(5R,8S,11R,12S,15S,18S,19S,22R)-15-(3-(diaminomethylideneamino)propyl)-22-methoxycarbonyl-18-((1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-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-carboxylic acid
(5R,8S,11R,12S,15S,18S,19S,22R)-15-(3-Carbamimidamidopropyl)-3,6,9,13,16,20-hexahydroxy-18-((3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dien-1-yl)-22-(methoxycarbonyl)-1,12,19-trimethyl-2-methylidene-5,8-bis(2-methylpropyl)-25-oxo-1,4,7,10,14,17,21-heptaazacyclopentacosa-3,6,9,13,16,20-hexaene-11-carboxylate
(5R,8S,11R,12S,15S,18S,19S,22R)-15-(3-Carbamimidamidopropyl)-3,6,9,13,16,20-hexahydroxy-18-[(3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dien-1-yl]-22-(methoxycarbonyl)-1,12,19-trimethyl-2-methylidene-5,8-bis(2-methylpropyl)-25-oxo-1,4,7,10,14,17,21-heptaazacyclopentacosa-3,6,9,13,16,20-hexaene-11-carboxylate
RefChem:69939
(5R,8S,11R,12S,15S,18S,19S,22R)-15-(3-guanidinopropyl)-5,8-diisobutyl-18-((1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dien-1-yl)-22-(methoxycarbonyl)-1,12,19-trimethyl-2-methylene-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptaazacyclopentacosane-11-carboxylic acid
CHEBI:214411
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of [D-Leu1,D-MeO-Glu6]MC-LR

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 - 0.8632 86.32%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.5990 59.90%
OATP2B1 inhibitior - 0.8554 85.54%
OATP1B1 inhibitior + 0.8291 82.91%
OATP1B3 inhibitior + 0.9241 92.41%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9325 93.25%
P-glycoprotein inhibitior + 0.7472 74.72%
P-glycoprotein substrate + 0.8742 87.42%
CYP3A4 substrate + 0.7371 73.71%
CYP2C9 substrate - 0.6197 61.97%
CYP2D6 substrate - 0.8723 87.23%
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 + 0.7569 75.69%
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 - 0.8995 89.95%
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 + 0.7190 71.90%
Micronuclear + 0.7900 79.00%
Hepatotoxicity + 0.5802 58.02%
skin sensitisation - 0.8275 82.75%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.6711 67.11%
Acute Oral Toxicity (c) I 0.8102 81.02%
Estrogen receptor binding + 0.7308 73.08%
Androgen receptor binding + 0.7541 75.41%
Thyroid receptor binding + 0.6508 65.08%
Glucocorticoid receptor binding + 0.6892 68.92%
Aromatase binding + 0.6683 66.83%
PPAR gamma + 0.7997 79.97%
Honey bee toxicity - 0.6674 66.74%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5500 55.00%
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
CHEMBL4040 P28482 MAP kinase ERK2 99.99% 83.82%
CHEMBL2581 P07339 Cathepsin D 99.78% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.39% 96.09%
CHEMBL4072 P07858 Cathepsin B 98.53% 93.67%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.70% 91.11%
CHEMBL3837 P07711 Cathepsin L 96.66% 96.61%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.02% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.69% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.64% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.48% 94.45%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 92.44% 97.64%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 91.28% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.15% 95.89%
CHEMBL1255126 O15151 Protein Mdm4 88.85% 90.20%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.54% 95.89%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.74% 96.47%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.83% 97.09%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 83.83% 91.71%
CHEMBL1951 P21397 Monoamine oxidase A 83.54% 91.49%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.23% 93.00%
CHEMBL2535 P11166 Glucose transporter 82.85% 98.75%
CHEMBL221 P23219 Cyclooxygenase-1 82.72% 90.17%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 81.59% 89.67%
CHEMBL4644 P41968 Melanocortin receptor 3 81.04% 99.52%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.66% 85.14%

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 146683870
LOTUS LTS0038639
wikiData Q104246684