PlantaeDB Logo
Login Sign-up

(6R,7S)-7-[[(5R)-5-amino-5-carboxypentanoyl]amino]-3-[[(Z)-3-(4-hydroxyphenyl)-2-methoxyprop-2-enoyl]oxymethyl]-7-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

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 cd29b9f6-d13a-49c5-9c7c-6214bb70c54d
Taxonomy Organoheterocyclic compounds > Lactams > Beta lactams > Cephalosporins > Cephalosporin 3-esters
IUPAC Name (6R,7S)-7-[[(5R)-5-amino-5-carboxypentanoyl]amino]-3-[[(Z)-3-(4-hydroxyphenyl)-2-methoxyprop-2-enoyl]oxymethyl]-7-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C25H29N3O11S/c1-37-17(10-13-6-8-15(29)9-7-13)22(35)39-11-14-12-40-24-25(38-2,23(36)28(24)19(14)21(33)34)27-18(30)5-3-4-16(26)20(31)32/h6-10,16,24,29H,3-5,11-12,26H2,1-2H3,(H,27,30)(H,31,32)(H,33,34)/b17-10-/t16-,24-,25+/m1/s1
InChI Key BVOBPJWSXSKGOO-MYWSHXOVSA-N
Popularity 3 references in papers

Physical and Chemical Properties

Top
Molecular Formula C25H29N3O11S
Molecular Weight 579.60 g/mol
Exact Mass 579.15227992 g/mol
Topological Polar Surface Area (TPSA) 240.00 Ų
XlogP -1.80
Atomic LogP (AlogP) 0.22
H-Bond Acceptor 11
H-Bond Donor 5
Rotatable Bonds 13

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (6R,7S)-7-[[(5R)-5-amino-5-carboxypentanoyl]amino]-3-[[(Z)-3-(4-hydroxyphenyl)-2-methoxyprop-2-enoyl]oxymethyl]-7-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7483 74.83%
Caco-2 - 0.8581 85.81%
Blood Brain Barrier - 1.0000 100.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.4802 48.02%
OATP2B1 inhibitior - 0.7178 71.78%
OATP1B1 inhibitior + 0.9073 90.73%
OATP1B3 inhibitior + 0.9395 93.95%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9067 90.67%
BSEP inhibitior + 0.8052 80.52%
P-glycoprotein inhibitior + 0.7183 71.83%
P-glycoprotein substrate + 0.6553 65.53%
CYP3A4 substrate + 0.6767 67.67%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8440 84.40%
CYP3A4 inhibition - 0.8389 83.89%
CYP2C9 inhibition - 0.7756 77.56%
CYP2C19 inhibition - 0.7497 74.97%
CYP2D6 inhibition - 0.8863 88.63%
CYP1A2 inhibition - 0.8247 82.47%
CYP2C8 inhibition + 0.6944 69.44%
CYP inhibitory promiscuity - 0.8291 82.91%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5316 53.16%
Eye corrosion - 0.9859 98.59%
Eye irritation - 0.9428 94.28%
Skin irritation - 0.7578 75.78%
Skin corrosion - 0.9184 91.84%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5423 54.23%
Micronuclear + 0.8900 89.00%
Hepatotoxicity + 0.6006 60.06%
skin sensitisation - 0.8360 83.60%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity + 0.8157 81.57%
Acute Oral Toxicity (c) III 0.5392 53.92%
Estrogen receptor binding + 0.7743 77.43%
Androgen receptor binding + 0.7384 73.84%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7267 72.67%
Aromatase binding + 0.6619 66.19%
PPAR gamma + 0.6340 63.40%
Honey bee toxicity - 0.7880 78.80%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity + 0.6530 65.30%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.10% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.95% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.24% 94.45%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 95.46% 93.00%
CHEMBL2581 P07339 Cathepsin D 95.39% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.99% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.99% 95.56%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 91.79% 93.10%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 91.25% 90.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.33% 97.09%
CHEMBL284 P27487 Dipeptidyl peptidase IV 88.61% 95.69%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 88.35% 85.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.85% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.19% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 86.06% 91.19%
CHEMBL3891 P07384 Calpain 1 86.03% 93.04%
CHEMBL2514 O95665 Neurotensin receptor 2 84.88% 100.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 82.74% 94.08%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 82.43% 89.62%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.59% 96.90%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.06% 91.07%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.26% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 80.07% 94.73%

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 6912218
LOTUS LTS0079043
wikiData Q76393381