PlantaeDB Logo
Login Sign-up

(2S)-2-Amino-4-[4-[(Z)-C-[[(3S)-1-[(S)-carboxy-(4-hydroxyphenyl)methyl]-2-oxoazetidin-3-yl]carbamoyl]-N-hydroxycarbonimidoyl]phenoxy]butanoic 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 b364bd22-b7d3-4763-b46c-4a74a5b1728b
Taxonomy Organoheterocyclic compounds > Lactams > Beta lactams > Monobactams
IUPAC Name (2S)-2-amino-4-[4-[(Z)-C-[[(3S)-1-[(S)-carboxy-(4-hydroxyphenyl)methyl]-2-oxoazetidin-3-yl]carbamoyl]-N-hydroxycarbonimidoyl]phenoxy]butanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C23H24N4O9/c24-16(22(31)32)9-10-36-15-7-3-12(4-8-15)18(26-35)20(29)25-17-11-27(21(17)30)19(23(33)34)13-1-5-14(28)6-2-13/h1-8,16-17,19,28,35H,9-11,24H2,(H,25,29)(H,31,32)(H,33,34)/b26-18-/t16-,17-,19-/m0/s1
InChI Key CTNZOGJNVIFEBA-JATCHWAJSA-N
Popularity 80 references in papers

Physical and Chemical Properties

Top
Molecular Formula C23H24N4O9
Molecular Weight 500.50 g/mol
Exact Mass 500.15432836 g/mol
Topological Polar Surface Area (TPSA) 212.00 Ų
XlogP -1.10
Atomic LogP (AlogP) -0.10
H-Bond Acceptor 9
H-Bond Donor 6
Rotatable Bonds 11

Synonyms

Top
(2S)-2-Amino-4-[4-[(Z)-C-[[(3S)-1-[(S)-carboxy-(4-hydroxyphenyl)methyl]-2-oxoazetidin-3-yl]carbamoyl]-N-hydroxycarbonimidoyl]phenoxy]butanoic acid

2D Structure

Top
2D Structure of (2S)-2-Amino-4-[4-[(Z)-C-[[(3S)-1-[(S)-carboxy-(4-hydroxyphenyl)methyl]-2-oxoazetidin-3-yl]carbamoyl]-N-hydroxycarbonimidoyl]phenoxy]butanoic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8412 84.12%
Caco-2 - 0.8780 87.80%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.5173 51.73%
OATP2B1 inhibitior - 0.7202 72.02%
OATP1B1 inhibitior + 0.9077 90.77%
OATP1B3 inhibitior + 0.9325 93.25%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8317 83.17%
BSEP inhibitior + 0.7905 79.05%
P-glycoprotein inhibitior + 0.6888 68.88%
P-glycoprotein substrate + 0.6687 66.87%
CYP3A4 substrate + 0.6483 64.83%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7988 79.88%
CYP3A4 inhibition - 0.8728 87.28%
CYP2C9 inhibition - 0.8087 80.87%
CYP2C19 inhibition - 0.7138 71.38%
CYP2D6 inhibition - 0.8563 85.63%
CYP1A2 inhibition - 0.8196 81.96%
CYP2C8 inhibition + 0.6449 64.49%
CYP inhibitory promiscuity - 0.9285 92.85%
UGT catelyzed + 0.7362 73.62%
Carcinogenicity (binary) - 0.6600 66.00%
Carcinogenicity (trinary) Non-required 0.5627 56.27%
Eye corrosion - 0.9838 98.38%
Eye irritation - 0.9530 95.30%
Skin irritation - 0.7566 75.66%
Skin corrosion - 0.9271 92.71%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4526 45.26%
Micronuclear + 0.9100 91.00%
Hepatotoxicity - 0.5150 51.50%
skin sensitisation - 0.8500 85.00%
Respiratory toxicity + 0.8889 88.89%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.7368 73.68%
Acute Oral Toxicity (c) IV 0.6146 61.46%
Estrogen receptor binding + 0.6207 62.07%
Androgen receptor binding + 0.8243 82.43%
Thyroid receptor binding - 0.5191 51.91%
Glucocorticoid receptor binding + 0.5810 58.10%
Aromatase binding - 0.6473 64.73%
PPAR gamma + 0.5668 56.68%
Honey bee toxicity - 0.8511 85.11%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6550 65.50%
Fish aquatic toxicity - 0.3771 37.71%

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
CHEMBL3060 Q9Y345 Glycine transporter 2 97.77% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.54% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.68% 97.09%
CHEMBL4208 P20618 Proteasome component C5 95.62% 90.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.55% 91.11%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 95.01% 93.10%
CHEMBL236 P41143 Delta opioid receptor 94.18% 99.35%
CHEMBL226 P30542 Adenosine A1 receptor 93.99% 95.93%
CHEMBL3437 Q16853 Amine oxidase, copper containing 93.09% 94.00%
CHEMBL2581 P07339 Cathepsin D 92.98% 98.95%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 91.59% 94.62%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 91.03% 90.71%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 90.70% 94.97%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.40% 95.89%
CHEMBL242 Q92731 Estrogen receptor beta 85.73% 98.35%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 85.46% 90.24%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.25% 95.89%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.53% 99.15%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.48% 86.33%
CHEMBL4330 Q9NS75 Cysteinyl leukotriene receptor 2 82.07% 98.00%
CHEMBL206 P03372 Estrogen receptor alpha 81.97% 97.64%
CHEMBL2243 O00519 Anandamide amidohydrolase 81.90% 97.53%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.90% 93.56%
CHEMBL1907 P15144 Aminopeptidase N 81.81% 93.31%
CHEMBL268 P43235 Cathepsin K 81.35% 96.85%
CHEMBL3891 P07384 Calpain 1 81.12% 93.04%
CHEMBL2535 P11166 Glucose transporter 80.87% 98.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.48% 95.56%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.12% 100.00%

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 12831262
LOTUS LTS0258588
wikiData Q104969954