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Monodechlorovancomycin 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 e9b18eaa-8105-4d5d-bf0c-f26186dc9d4f
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
IUPAC Name (1S,2R,18R,19R,22S,28R,40S)-48-[3-(4-amino-5-hydroxy-4,6-dimethyloxan-2-yl)oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-22-(2-amino-2-oxoethyl)-15-chloro-2,18,32,35,37-pentahydroxy-19-[[(2R)-4-methyl-2-(methylamino)pentanoyl]amino]-20,23,26,42,44-pentaoxo-7,13-dioxa-21,24,27,41,43-pentazaoctacyclo[26.14.2.23,6.214,17.18,12.129,33.010,25.034,39]pentaconta-3(50),4,6(49),8(48),9,11,14,16,29(45),30,32,34(39),35,37,46-pentadecaene-40-carboxylic acid
SMILES (Canonical) CC1C(C(CC(O1)OC2C(C(C(OC2OC3=C4C=C5C=C3OC6=C(C=C(C=C6)C(C(C(=O)NC(C(=O)NC5C(=O)NC7C8=CC(=C(C=C8)O)C9=C(C=C(C=C9O)O)C(NC(=O)C(C(C1=CC=C(O4)C=C1)O)NC7=O)C(=O)O)CC(=O)N)NC(=O)C(CC(C)C)NC)O)Cl)CO)O)O)(C)N)O
SMILES (Isomeric) CC1C(C(CC(O1)OC2C(C(C(OC2OC3=C4C=C5C=C3OC6=C(C=C(C=C6)[C@H]([C@H](C(=O)N[C@H](C(=O)NC5C(=O)N[C@@H]7C8=CC(=C(C=C8)O)C9=C(C=C(C=C9O)O)[C@H](NC(=O)[C@H]([C@@H](C1=CC=C(O4)C=C1)O)NC7=O)C(=O)O)CC(=O)N)NC(=O)[C@@H](CC(C)C)NC)O)Cl)CO)O)O)(C)N)O
InChI InChI=1S/C66H76ClN9O24/c1-24(2)14-35(70-5)58(87)75-50-52(83)28-9-13-39(34(67)16-28)97-41-18-29-17-40(55(41)100-65-56(54(85)53(84)42(23-77)98-65)99-44-22-66(4,69)57(86)25(3)95-44)96-31-10-6-26(7-11-31)51(82)49-63(92)74-48(64(93)94)33-19-30(78)20-38(80)45(33)32-15-27(8-12-37(32)79)46(60(89)76-49)73-61(90)47(29)72-59(88)36(21-43(68)81)71-62(50)91/h6-13,15-20,24-25,35-36,42,44,46-54,56-57,65,70,77-80,82-86H,14,21-23,69H2,1-5H3,(H2,68,81)(H,71,91)(H,72,88)(H,73,90)(H,74,92)(H,75,87)(H,76,89)(H,93,94)/t25?,35-,36+,42?,44?,46-,47?,48+,49+,50-,51-,52-,53?,54?,56?,57?,65?,66?/m1/s1
InChI Key VLPGMAYFKJWDJA-CFFSOSBRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C66H76ClN9O24
Molecular Weight 1414.80 g/mol
Exact Mass 1413.4691720 g/mol
Topological Polar Surface Area (TPSA) 530.00 Ų
XlogP -3.20
Atomic LogP (AlogP) -0.55
H-Bond Acceptor 25
H-Bond Donor 19
Rotatable Bonds 13

Synonyms

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RefChem:159555
(1S,2R,18R,19R,22S,28R,40S)-48-((3-((4-amino-5-hydroxy-4,6-dimethyloxan-2-yl)oxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy)-15-chloro-2,18,20,23,26,32,35,37,42,44-decahydroxy-19-(((2R)-1-hydroxy-4-methyl-2-(methylamino)pentylidene)amino)-22-((C-hydroxycarbonimidoyl)methyl)-7,13-dioxa-21,24,27,41,43-pentaazaoctacyclo(26.14.2.2,.2,.1,.1,.0,.0,)pentaconta-3,5,8(48),9,11,14,16,20,23,26,29(45),30,32,34(39),35,37,41,43,46,49-icosaene-40-carboxylate
(1S,2R,18R,19R,22S,28R,40S)-48-({3-[(4-amino-5-hydroxy-4,6-dimethyloxan-2-yl)oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl}oxy)-15-chloro-2,18,20,23,26,32,35,37,42,44-decahydroxy-19-{[(2R)-1-hydroxy-4-methyl-2-(methylamino)pentylidene]amino}-22-[(C-hydroxycarbonimidoyl)methyl]-7,13-dioxa-21,24,27,41,43-pentaazaoctacyclo[26.14.2.2,.2,.1,.1,.0,.0,]pentaconta-3,5,8(48),9,11,14,16,20,23,26,29(45),30,32,34(39),35,37,41,43,46,49-icosaene-40-carboxylate
(1S,2R,18R,19R,22S,28R,40S)-48-(3-(4-amino-5-hydroxy-4,6-dimethyloxan-2-yl)oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-22-(2-amino-2-oxoethyl)-15-chloro-2,18,32,35,37-pentahydroxy-19-(((2R)-4-methyl-2-(methylamino)pentanoyl)amino)-20,23,26,42,44-pentaoxo-7,13-dioxa-21,24,27,41,43-pentazaoctacyclo(26.14.2.23,6.214,17.18,12.129,33.010,25.034,39)pentaconta-3(50),4,6(49),8(48),9,11,14,16,29(45),30,32,34(39),35,37,46-pentadecaene-40-carboxylic acid
(1S,2R,18R,19R,22S,28R,40S)-48-[3-(4-amino-5-hydroxy-4,6-dimethyloxan-2-yl)oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-22-(2-amino-2-oxoethyl)-15-chloro-2,18,32,35,37-pentahydroxy-19-[[(2R)-4-methyl-2-(methylamino)pentanoyl]amino]-20,23,26,42,44-pentaoxo-7,13-dioxa-21,24,27,41,43-pentazaoctacyclo[26.14.2.23,6.214,17.18,12.129,33.010,25.034,39]pentaconta-3(50),4,6(49),8(48),9,11,14,16,29(45),30,32,34(39),35,37,46-pentadecaene-40-carboxylic acid
CHEBI:202962

2D Structure

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2D Structure of Monodechlorovancomycin 2

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6980 69.80%
Caco-2 - 0.8601 86.01%
Blood Brain Barrier - 0.9250 92.50%
Human oral bioavailability - 0.9000 90.00%
Subcellular localzation Lysosomes 0.5110 51.10%
OATP2B1 inhibitior - 0.8618 86.18%
OATP1B1 inhibitior + 0.9263 92.63%
OATP1B3 inhibitior + 0.9459 94.59%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior + 0.9441 94.41%
P-glycoprotein inhibitior + 0.7419 74.19%
P-glycoprotein substrate + 0.8502 85.02%
CYP3A4 substrate + 0.7593 75.93%
CYP2C9 substrate - 0.8031 80.31%
CYP2D6 substrate - 0.8392 83.92%
CYP3A4 inhibition - 0.8309 83.09%
CYP2C9 inhibition - 0.9071 90.71%
CYP2C19 inhibition - 0.9026 90.26%
CYP2D6 inhibition - 0.9231 92.31%
CYP1A2 inhibition - 0.9046 90.46%
CYP2C8 inhibition + 0.8569 85.69%
CYP inhibitory promiscuity - 0.7268 72.68%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.7600 76.00%
Carcinogenicity (trinary) Non-required 0.4997 49.97%
Eye corrosion - 0.9853 98.53%
Eye irritation - 0.8963 89.63%
Skin irritation - 0.7792 77.92%
Skin corrosion - 0.9280 92.80%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7204 72.04%
Micronuclear + 0.8000 80.00%
Hepatotoxicity + 0.7750 77.50%
skin sensitisation - 0.8513 85.13%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.6695 66.95%
Acute Oral Toxicity (c) III 0.6193 61.93%
Estrogen receptor binding + 0.6673 66.73%
Androgen receptor binding + 0.7662 76.62%
Thyroid receptor binding + 0.7432 74.32%
Glucocorticoid receptor binding + 0.7887 78.87%
Aromatase binding + 0.7066 70.66%
PPAR gamma + 0.8006 80.06%
Honey bee toxicity - 0.6132 61.32%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5505 55.05%
Fish aquatic toxicity + 0.8558 85.58%

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 99.88% 91.11%
CHEMBL2581 P07339 Cathepsin D 99.67% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.40% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 98.64% 97.09%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 98.57% 96.21%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.16% 94.45%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 97.84% 99.15%
CHEMBL4208 P20618 Proteasome component C5 96.54% 90.00%
CHEMBL1951 P21397 Monoamine oxidase A 96.51% 91.49%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 96.40% 97.31%
CHEMBL3837 P07711 Cathepsin L 95.87% 96.61%
CHEMBL4296 Q15858 Sodium channel protein type IX alpha subunit 95.27% 96.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.05% 89.00%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 93.21% 85.00%
CHEMBL2083 P15090 Fatty acid binding protein adipocyte 92.96% 95.71%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 92.76% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.23% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.14% 86.33%
CHEMBL236 P41143 Delta opioid receptor 91.97% 99.35%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 91.34% 92.32%
CHEMBL3359 P21462 Formyl peptide receptor 1 90.96% 93.56%
CHEMBL2413 P32246 C-C chemokine receptor type 1 90.89% 89.50%
CHEMBL222 P23975 Norepinephrine transporter 90.04% 96.06%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 89.66% 92.29%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.34% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.72% 95.89%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 88.49% 96.38%
CHEMBL242 Q92731 Estrogen receptor beta 88.05% 98.35%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 87.75% 97.33%
CHEMBL340 P08684 Cytochrome P450 3A4 87.69% 91.19%
CHEMBL2243 O00519 Anandamide amidohydrolase 86.84% 97.53%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.45% 96.47%
CHEMBL4630 O14757 Serine/threonine-protein kinase Chk1 85.59% 97.03%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 85.51% 85.11%
CHEMBL268 P43235 Cathepsin K 85.49% 96.85%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.14% 97.14%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.03% 95.50%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 84.00% 86.92%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.95% 96.90%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 83.45% 92.50%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 83.18% 95.78%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 83.04% 80.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.66% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.56% 96.00%
CHEMBL259 P32245 Melanocortin receptor 4 81.22% 95.38%
CHEMBL3401 O75469 Pregnane X receptor 80.99% 94.73%
CHEMBL221 P23219 Cyclooxygenase-1 80.92% 90.17%

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 139584714
LOTUS LTS0128035
wikiData Q77374527