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7-Methoxycephalosporin C

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 62e6096e-a24e-4cff-ae94-6122ff7181a4
Taxonomy Organoheterocyclic compounds > Lactams > Beta lactams > Cephalosporins > Cephalosporin 3-esters
IUPAC Name (6R,7S)-3-(acetyloxymethyl)-7-[[(5R)-5-amino-5-carboxypentanoyl]amino]-7-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
SMILES (Canonical) CC(=O)OCC1=C(N2C(C(C2=O)(NC(=O)CCCC(C(=O)O)N)OC)SC1)C(=O)O
SMILES (Isomeric) CC(=O)OCC1=C(N2[C@@H]([C@@](C2=O)(NC(=O)CCC[C@H](C(=O)O)N)OC)SC1)C(=O)O
InChI InChI=1S/C17H23N3O9S/c1-8(21)29-6-9-7-30-16-17(28-2,15(27)20(16)12(9)14(25)26)19-11(22)5-3-4-10(18)13(23)24/h10,16H,3-7,18H2,1-2H3,(H,19,22)(H,23,24)(H,25,26)/t10-,16-,17+/m1/s1
InChI Key ORQHMODRGXTBFU-LWNYNHHKSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C17H23N3O9S
Molecular Weight 445.40 g/mol
Exact Mass 445.11550049 g/mol
Topological Polar Surface Area (TPSA) 211.00 Ų
XlogP -3.70
Atomic LogP (AlogP) -1.16
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 10

Synonyms

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41849-38-1
7 alpha-methoxycephalosporin C
DTXSID70194647
(6R,7S)-3-(acetyloxymethyl)-7-[[(5R)-5-amino-5-carboxypentanoyl]amino]-7-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
(6R,7S)-3-(acetyloxymethyl)-7-(((5R)-5-amino-5-carboxypentanoyl)amino)-7-methoxy-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid
RefChem:106296
DTXCID10117138
Antibiotic A 16884
A-16884
SCHEMBL29885354
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of 7-Methoxycephalosporin C

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8241 82.41%
Caco-2 - 0.8748 87.48%
Blood Brain Barrier - 1.0000 100.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.4570 45.70%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9417 94.17%
OATP1B3 inhibitior + 0.9414 94.14%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.8984 89.84%
P-glycoprotein inhibitior - 0.6340 63.40%
P-glycoprotein substrate + 0.5491 54.91%
CYP3A4 substrate + 0.6405 64.05%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8594 85.94%
CYP3A4 inhibition - 0.9176 91.76%
CYP2C9 inhibition - 0.8237 82.37%
CYP2C19 inhibition - 0.8065 80.65%
CYP2D6 inhibition - 0.9063 90.63%
CYP1A2 inhibition - 0.8166 81.66%
CYP2C8 inhibition - 0.6069 60.69%
CYP inhibitory promiscuity - 0.9373 93.73%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5324 53.24%
Eye corrosion - 0.9849 98.49%
Eye irritation - 0.9527 95.27%
Skin irritation - 0.7507 75.07%
Skin corrosion - 0.9150 91.50%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7280 72.80%
Micronuclear + 0.9000 90.00%
Hepatotoxicity + 0.6150 61.50%
skin sensitisation - 0.8370 83.70%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity + 0.8273 82.73%
Acute Oral Toxicity (c) III 0.4750 47.50%
Estrogen receptor binding + 0.5678 56.78%
Androgen receptor binding + 0.5754 57.54%
Thyroid receptor binding - 0.5764 57.64%
Glucocorticoid receptor binding - 0.4702 47.02%
Aromatase binding + 0.5253 52.53%
PPAR gamma - 0.5262 52.62%
Honey bee toxicity - 0.8271 82.71%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.7500 75.00%
Fish aquatic toxicity - 0.6131 61.31%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.27% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.51% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.61% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.51% 98.95%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 94.42% 93.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.35% 99.17%
CHEMBL340 P08684 Cytochrome P450 3A4 91.98% 91.19%
CHEMBL236 P41143 Delta opioid receptor 87.63% 99.35%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 87.11% 97.21%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 86.76% 92.29%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.63% 97.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.23% 96.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.07% 99.23%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.13% 94.33%
CHEMBL299 P17252 Protein kinase C alpha 83.68% 98.03%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 82.42% 97.29%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 82.05% 96.00%
CHEMBL2514 O95665 Neurotensin receptor 2 81.82% 100.00%
CHEMBL3437 Q16853 Amine oxidase, copper containing 81.70% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.10% 95.56%
CHEMBL3891 P07384 Calpain 1 80.77% 93.04%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.73% 85.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.68% 90.71%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 80.20% 93.10%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.02% 96.47%

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 170580
LOTUS LTS0047927
wikiData Q83067437