Ramoplanin A1

Details

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Internal ID 8391039c-3e1e-42cb-a84e-d78a09e12c83
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides > Cyclic glycodepsipeptides
IUPAC Name (2S)-N-[(3S,6R,9S,15S,18R,21S,24R,27S,30S,33R,36S,39R,42R,45R,48S,49S)-24,42-bis(3-aminopropyl)-27-benzyl-49-carbamoyl-3-(3-chloro-4-hydroxyphenyl)-21-[4-[(2R,3S,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxyphenyl]-18,39-bis[(1R)-1-hydroxyethyl]-30-[(1S)-1-hydroxyethyl]-15,33,36,45-tetrakis(4-hydroxyphenyl)-6-methyl-9-(2-methylpropyl)-2,5,8,11,14,17,20,23,26,29,32,35,38,41,44,47-hexadecaoxo-1-oxa-4,7,10,13,16,19,22,25,28,31,34,37,40,43,46-pentadecazacyclononatetracont-48-yl]-2-[[(2Z,4E)-octa-2,4-dienoyl]amino]butanediamide
SMILES (Canonical) CCCC=CC=CC(=O)NC(CC(=O)N)C(=O)NC1C(OC(=O)C(NC(=O)C(NC(=O)C(NC(=O)CNC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC1=O)C2=CC=C(C=C2)O)CCCN)C(C)O)C3=CC=C(C=C3)O)C4=CC=C(C=C4)O)C(C)O)CC5=CC=CC=C5)CCCN)C6=CC=C(C=C6)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)O)O)C(C)O)C9=CC=C(C=C9)O)CC(C)C)C)C1=CC(=C(C=C1)O)Cl)C(=O)N
SMILES (Isomeric) CCC/C=C/C=C\C(=O)N[C@@H](CC(=O)N)C(=O)N[C@H]1[C@H](OC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@@H](NC(=O)CNC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@H](NC(=O)[C@H](NC1=O)C2=CC=C(C=C2)O)CCCN)[C@@H](C)O)C3=CC=C(C=C3)O)C4=CC=C(C=C4)O)[C@H](C)O)CC5=CC=CC=C5)CCCN)C6=CC=C(C=C6)O[C@@H]7[C@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O[C@@H]8[C@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)[C@@H](C)O)C9=CC=C(C=C9)O)CC(C)C)C)C1=CC(=C(C=C1)O)Cl)C(=O)N
InChI InChI=1S/C118H152ClN21O40/c1-8-9-10-11-15-22-81(152)126-76(50-80(122)151)106(165)140-92-98(100(123)159)179-116(175)91(65-33-44-77(150)71(119)49-65)139-101(160)55(4)125-104(163)74(47-54(2)3)127-82(153)51-124-107(166)86(60-23-34-66(146)35-24-60)135-110(169)85(58(7)145)133-112(171)88(64-31-42-70(43-32-64)176-118-99(96(157)94(155)79(53-142)178-118)180-117-97(158)95(156)93(154)78(52-141)177-117)134-103(162)72(20-16-45-120)128-105(164)75(48-59-18-13-12-14-19-59)130-108(167)83(56(5)143)132-113(172)89(62-27-38-68(148)39-28-62)137-114(173)90(63-29-40-69(149)41-30-63)136-109(168)84(57(6)144)131-102(161)73(21-17-46-121)129-111(170)87(138-115(92)174)61-25-36-67(147)37-26-61/h10-15,18-19,22-44,49,54-58,72-76,78-79,83-99,117-118,141-150,154-158H,8-9,16-17,20-21,45-48,50-53,120-121H2,1-7H3,(H2,122,151)(H2,123,159)(H,124,166)(H,125,163)(H,126,152)(H,127,153)(H,128,164)(H,129,170)(H,130,167)(H,131,161)(H,132,172)(H,133,171)(H,134,162)(H,135,169)(H,136,168)(H,137,173)(H,138,174)(H,139,160)(H,140,165)/b11-10+,22-15-/t55-,56+,57-,58-,72-,73-,74+,75+,76+,78-,79-,83+,84-,85-,86+,87-,88+,89-,90+,91+,92+,93-,94-,95+,96+,97+,98+,99+,117-,118+/m1/s1
InChI Key QMJRFQRMRCJRIV-NIIZMFKTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C118H152ClN21O40
Molecular Weight 2540.00 g/mol
Exact Mass 2539.0227512 g/mol
Topological Polar Surface Area (TPSA) 1000.00 Ų
XlogP -0.30
Atomic LogP (AlogP) -7.59
H-Bond Acceptor 42
H-Bond Donor 36
Rotatable Bonds 35

Synonyms

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V9PG4O8DRD
81988-87-6
Ramoplanin A(sub 1)
UNII-V9PG4O8DRD
ANTIBIOTIC A-16686A1
RAMOPLANIN A 1 (PEPTIDE MOIETY), 11-((2S)-2-(4-((2-O-.ALPHA.-D-MANNOPYRANOSYL-.ALPHA.-D-MANNOPYRANOSYL)OXY)PHENYL)GLYCINE)-
RAMOPLANIN A 1 (PEPTIDE MOIETY), 11-(L-2-(4-((2-O-.ALPHA.-D-MANNOPYRANOSYL-.ALPHA.-D-MANNOPYRANOSYL)OXY)PHENYL)GLYCINE)-
Ramoplanin A 1 (peptide moiety), 11-(L-2-(4-((2-O-alpha-D-mannopyranosyl-alpha-D-mannopyranosyl)oxy)phenyl)glycine)-

2D Structure

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2D Structure of Ramoplanin A1

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7762 77.62%
Caco-2 - 0.8569 85.69%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.4230 42.30%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8056 80.56%
OATP1B3 inhibitior + 0.9298 92.98%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9311 93.11%
BSEP inhibitior + 0.9531 95.31%
P-glycoprotein inhibitior + 0.7417 74.17%
P-glycoprotein substrate + 0.8610 86.10%
CYP3A4 substrate + 0.7616 76.16%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8593 85.93%
CYP3A4 inhibition + 0.5000 50.00%
CYP2C9 inhibition - 0.7936 79.36%
CYP2C19 inhibition - 0.7079 70.79%
CYP2D6 inhibition - 0.8689 86.89%
CYP1A2 inhibition - 0.8451 84.51%
CYP2C8 inhibition + 0.8703 87.03%
CYP inhibitory promiscuity - 0.7947 79.47%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.7138 71.38%
Carcinogenicity (trinary) Non-required 0.5523 55.23%
Eye corrosion - 0.9846 98.46%
Eye irritation - 0.8952 89.52%
Skin irritation - 0.7662 76.62%
Skin corrosion - 0.9269 92.69%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7205 72.05%
Micronuclear + 0.8300 83.00%
Hepatotoxicity - 0.6820 68.20%
skin sensitisation - 0.8502 85.02%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.6472 64.72%
Acute Oral Toxicity (c) III 0.6423 64.23%
Estrogen receptor binding - 0.5771 57.71%
Androgen receptor binding + 0.7693 76.93%
Thyroid receptor binding + 0.8229 82.29%
Glucocorticoid receptor binding + 0.8565 85.65%
Aromatase binding + 0.8256 82.56%
PPAR gamma + 0.7883 78.83%
Honey bee toxicity - 0.6020 60.20%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5352 53.52%
Fish aquatic toxicity + 0.9225 92.25%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.97% 91.11%
CHEMBL2581 P07339 Cathepsin D 99.76% 98.95%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 99.40% 93.10%
CHEMBL226 P30542 Adenosine A1 receptor 98.49% 95.93%
CHEMBL221 P23219 Cyclooxygenase-1 98.34% 90.17%
CHEMBL3060 Q9Y345 Glycine transporter 2 98.27% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.84% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.78% 97.09%
CHEMBL4296 Q15858 Sodium channel protein type IX alpha subunit 97.12% 96.11%
CHEMBL3401 O75469 Pregnane X receptor 96.76% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.55% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.54% 95.56%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 94.49% 95.50%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 94.32% 96.47%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 94.09% 97.14%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 93.98% 97.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.32% 95.89%
CHEMBL236 P41143 Delta opioid receptor 93.19% 99.35%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 92.84% 99.15%
CHEMBL206 P03372 Estrogen receptor alpha 91.86% 97.64%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 91.74% 95.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.98% 86.33%
CHEMBL4208 P20618 Proteasome component C5 89.27% 90.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.19% 96.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.19% 93.56%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 87.19% 92.32%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.54% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.48% 100.00%
CHEMBL242 Q92731 Estrogen receptor beta 86.06% 98.35%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 84.98% 97.64%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 84.76% 95.58%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 83.07% 91.71%
CHEMBL4530 P00488 Coagulation factor XIII 82.63% 96.00%
CHEMBL1949 P62937 Cyclophilin A 82.43% 98.57%
CHEMBL4581 P52732 Kinesin-like protein 1 81.60% 93.18%
CHEMBL340 P08684 Cytochrome P450 3A4 80.33% 91.19%

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 76963330
LOTUS LTS0272245
wikiData Q27291704