PlantaeDB Logo
Login Sign-up

Antibiotic 273 A1-alpha

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

Top
Internal ID 492f8169-b96e-41e4-b211-fa27fcbf64c3
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
IUPAC Name (3S)-3-[(2R,3R,4S,5R,6R)-5-[3-[(2R)-2-acetamido-2-carboxyethyl]sulfanyl-2-[[(2R)-2-acetamido-2-carboxyethyl]sulfanylcarbothioylamino]butanoyl]oxy-6-(acetyloxymethyl)-3-hydroxy-4-[(4S,5S,6S)-5-hydroxy-4-methoxy-6-methyl-5-[(1S)-1-[(2S)-2-methylbutanoyl]oxyethyl]oxan-2-yl]oxyoxan-2-yl]-2,3-dihydroxy-6-imino-5-oxocyclohexene-1-carboxylic acid
SMILES (Canonical) CCC(C)C(=O)OC(C)C1(C(OC(CC1OC)OC2C(C(OC(C2OC(=O)C(C(C)SCC(C(=O)O)NC(=O)C)NC(=S)SCC(C(=O)O)NC(=O)C)COC(=O)C)C3(CC(=O)C(=N)C(=C3O)C(=O)O)O)O)C)O
SMILES (Isomeric) CC[C@H](C)C(=O)O[C@@H](C)[C@]1([C@@H](OC(C[C@@H]1OC)O[C@H]2[C@H]([C@@H](O[C@@H]([C@H]2OC(=O)C(C(C)SC[C@@H](C(=O)O)NC(=O)C)NC(=S)SC[C@@H](C(=O)O)NC(=O)C)COC(=O)C)[C@]3(CC(=O)C(=N)C(=C3O)C(=O)O)O)O)C)O
InChI InChI=1S/C44H64N4O23S3/c1-10-16(2)40(61)68-19(5)44(64)18(4)67-28(11-27(44)65-9)70-34-32(53)36(43(63)12-25(52)30(45)29(35(43)54)39(59)60)69-26(13-66-22(8)51)33(34)71-41(62)31(17(3)73-14-23(37(55)56)46-20(6)49)48-42(72)74-15-24(38(57)58)47-21(7)50/h16-19,23-24,26-28,31-34,36,45,53-54,63-64H,10-15H2,1-9H3,(H,46,49)(H,47,50)(H,48,72)(H,55,56)(H,57,58)(H,59,60)/t16-,17?,18-,19-,23-,24-,26+,27-,28?,31?,32+,33+,34-,36+,43+,44-/m0/s1
InChI Key LEXZTVQVBNSLSG-OWVLXQSESA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C44H64N4O23S3
Molecular Weight 1113.20 g/mol
Exact Mass 1112.31234782 g/mol
Topological Polar Surface Area (TPSA) 502.00 Ų
XlogP -1.20
Atomic LogP (AlogP) -1.27
H-Bond Acceptor 24
H-Bond Donor 11
Rotatable Bonds 24

Synonyms

Top
RefChem:1077053
(3S)-3-((2R,3R,4S,5R,6R)-5-(3-((2R)-2-acetamido-2-carboxyethyl)sulfanyl-2-(((2R)-2-acetamido-2-carboxyethyl)sulfanylcarbothioylamino)butanoyl)oxy-6-(acetyloxymethyl)-3-hydroxy-4-((4S,5S,6S)-5-hydroxy-4-methoxy-6-methyl-5-((1S)-1-((2S)-2-methylbutanoyl)oxyethyl)oxan-2-yl)oxyoxan-2-yl)-2,3-dihydroxy-6-imino-5-oxocyclohexene-1-carboxylic acid
Paldimycin A
7HMD7M29RI
101411-70-5
UNII-7HMD7M29RI
2-Amino-5-(3-O-(2,6-dideoxy-4-C-((1S)-1-hydroxyethyl)-3-O-methyl-alpha-L-lyxo-hexopyranosyl)-beta-D-allopyranosyl)-5-hydroxy-3,6-dioxo-1-cyclohexene-1-carboxylic acid, 4'-(3-(((2R)-2-acetamido-2-carboxyethyl)thio)-2-((dithiocarboxy)amino)butyrate), 6'-acetate, 4''-C-((2S)-2-methylbutyrate), S-ester with N-acetyl-L-cysteine
2-Amino-5-(3-O-(2,6-dideoxy-4-C-((1S)-1-hydroxyethyl)-3-O-methyl-alpha-L-lyxo-hexopyranosyl)-beta-D-allopyranosyl)-5-hydroxy-3,6-dioxo-1-cyclohexene-1-carboxylic acid, 4'-(3-(((2R)-2-acetamido-2-carboxyethyl)thio)-2-((dithiocarboxy)amino)butyrate), 6'-acetate, 4'-C-((2S)-2-methylbutyrate), S-ester with N-acetyl-L-cysteine
L-Cysteine, N-acetyl-, (2-((2-(acetylamino)-2-carboxyethyl)thio)-1-carboxypropyl)carbamodithioate (ester), 4'-ester with 5-(6-O-acetyl-3-O-(2,6-dideoxy-3-O-methyl-4-C-(1-(2-methyl-1-oxobutoxy)ethyl)-alpha-L-lyxo-hexopyranosyl)-beta-D-allopyranosyl)-2-amino-5-hydroxy-3,6-hydroxy-3,6-dioxo-1-cyclohexene-1-carboxylic acid
L-Cysteine, N-acetyl-, (2-((2-(acetylamino)-2-carboxyethyl)thio)-1-carboxypropyl)carbamodithioate(ester), 4'-ester with 5-(6-O-acetyl-3-O-(2,6-dideoxy-3-O-methyl-4-C-(1-(2-methyl-1-oxobutoxy)ethyl)-alpha-L-lyxo-hexopyranosyl)-beta-D-allopyranosyl)-2-amino-5-hydroxy-3,6-dioxo-1-cyclohexene-1-carboxylic acid
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top
2D Structure of Antibiotic 273 A1-alpha

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6886 68.86%
Caco-2 - 0.8621 86.21%
Blood Brain Barrier - 0.9250 92.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.4978 49.78%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8037 80.37%
OATP1B3 inhibitior + 0.9359 93.59%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior + 0.7962 79.62%
P-glycoprotein inhibitior + 0.7449 74.49%
P-glycoprotein substrate + 0.8392 83.92%
CYP3A4 substrate + 0.7414 74.14%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8735 87.35%
CYP3A4 inhibition - 0.8049 80.49%
CYP2C9 inhibition - 0.7082 70.82%
CYP2C19 inhibition - 0.6584 65.84%
CYP2D6 inhibition - 0.9034 90.34%
CYP1A2 inhibition - 0.7942 79.42%
CYP2C8 inhibition + 0.7738 77.38%
CYP inhibitory promiscuity - 0.6678 66.78%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8300 83.00%
Carcinogenicity (trinary) Non-required 0.5744 57.44%
Eye corrosion - 0.9818 98.18%
Eye irritation - 0.8984 89.84%
Skin irritation - 0.7591 75.91%
Skin corrosion - 0.9197 91.97%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3893 38.93%
Micronuclear + 0.7800 78.00%
Hepatotoxicity - 0.5613 56.13%
skin sensitisation - 0.8144 81.44%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.5858 58.58%
Acute Oral Toxicity (c) III 0.5962 59.62%
Estrogen receptor binding + 0.7950 79.50%
Androgen receptor binding + 0.7225 72.25%
Thyroid receptor binding + 0.6056 60.56%
Glucocorticoid receptor binding + 0.7100 71.00%
Aromatase binding + 0.6832 68.32%
PPAR gamma + 0.8043 80.43%
Honey bee toxicity - 0.6318 63.18%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9008 90.08%

Targets

Top

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 99.43% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.52% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.27% 85.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 95.07% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.76% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.05% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.04% 94.45%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 92.40% 97.21%
CHEMBL221 P23219 Cyclooxygenase-1 92.24% 90.17%
CHEMBL340 P08684 Cytochrome P450 3A4 91.94% 91.19%
CHEMBL3359 P21462 Formyl peptide receptor 1 91.23% 93.56%
CHEMBL2413 P32246 C-C chemokine receptor type 1 90.66% 89.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.27% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.87% 97.14%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 89.40% 94.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.96% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 87.21% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.79% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.73% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 85.89% 92.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.38% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.41% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.34% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.83% 89.00%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 82.62% 94.23%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.98% 93.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.83% 93.04%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.54% 95.50%
CHEMBL2514 O95665 Neurotensin receptor 2 81.47% 100.00%
CHEMBL5028 O14672 ADAM10 80.80% 97.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.66% 96.90%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.18% 96.95%

Plants that contains it

Top
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

Top
PubChem 135554458
LOTUS LTS0261859
wikiData Q105150884