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(2S,3S,5R,6R)-3-[2-[3-[[(2R)-2,4-dihydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethylsulfanyl]-6-(1-hydroxyethyl)-7-oxo-1-azabicyclo[3.2.0]heptane-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

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Internal ID fbc5f2bb-7444-498b-833c-ed3f32231c30
Taxonomy Organoheterocyclic compounds > Lactams > Beta lactams > Carbapenems > Thienamycins
IUPAC Name (2S,3S,5R,6R)-3-[2-[3-[[(2R)-2,4-dihydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethylsulfanyl]-6-(1-hydroxyethyl)-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C20H33N3O8S/c1-10(25)14-11-8-12(15(19(30)31)23(11)18(14)29)32-7-6-21-13(26)4-5-22-17(28)16(27)20(2,3)9-24/h10-12,14-16,24-25,27H,4-9H2,1-3H3,(H,21,26)(H,22,28)(H,30,31)/t10?,11-,12+,14+,15-,16+/m1/s1
InChI Key IDHUQZYNJINFBS-VWLVWCDXSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C20H33N3O8S
Molecular Weight 475.60 g/mol
Exact Mass 475.19883619 g/mol
Topological Polar Surface Area (TPSA) 202.00 Ų
XlogP -1.20
Atomic LogP (AlogP) -1.85
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 12

Synonyms

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85414-25-1
CHEBI:81042
C17375
Q27155003

2D Structure

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2D Structure of (2S,3S,5R,6R)-3-[2-[3-[[(2R)-2,4-dihydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethylsulfanyl]-6-(1-hydroxyethyl)-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.9229 92.29%
Caco-2 - 0.8201 82.01%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.4548 45.48%
OATP2B1 inhibitior - 0.5699 56.99%
OATP1B1 inhibitior + 0.8972 89.72%
OATP1B3 inhibitior + 0.9368 93.68%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.4637 46.37%
P-glycoprotein inhibitior - 0.5522 55.22%
P-glycoprotein substrate + 0.6852 68.52%
CYP3A4 substrate + 0.6395 63.95%
CYP2C9 substrate - 0.6170 61.70%
CYP2D6 substrate - 0.8531 85.31%
CYP3A4 inhibition - 0.8335 83.35%
CYP2C9 inhibition - 0.8416 84.16%
CYP2C19 inhibition - 0.7958 79.58%
CYP2D6 inhibition - 0.8902 89.02%
CYP1A2 inhibition - 0.8779 87.79%
CYP2C8 inhibition - 0.7885 78.85%
CYP inhibitory promiscuity - 0.9505 95.05%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.8600 86.00%
Carcinogenicity (trinary) Non-required 0.5560 55.60%
Eye corrosion - 0.9843 98.43%
Eye irritation - 0.9571 95.71%
Skin irritation - 0.7604 76.04%
Skin corrosion - 0.9147 91.47%
Ames mutagenesis - 0.6878 68.78%
Human Ether-a-go-go-Related Gene inhibition - 0.4753 47.53%
Micronuclear + 0.7100 71.00%
Hepatotoxicity - 0.5251 52.51%
skin sensitisation - 0.8372 83.72%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.7830 78.30%
Acute Oral Toxicity (c) III 0.5858 58.58%
Estrogen receptor binding - 0.5227 52.27%
Androgen receptor binding - 0.4866 48.66%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding - 0.5501 55.01%
Aromatase binding + 0.5352 53.52%
PPAR gamma + 0.5586 55.86%
Honey bee toxicity - 0.8779 87.79%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.6666 66.66%

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
CHEMBL2581 P07339 Cathepsin D 98.89% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.71% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.46% 97.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.88% 99.23%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 91.12% 96.47%
CHEMBL333 P08253 Matrix metalloproteinase-2 90.50% 96.31%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.19% 99.17%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 89.90% 95.34%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.92% 94.45%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 87.87% 89.34%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.14% 91.11%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 86.52% 97.29%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.12% 89.00%
CHEMBL321 P14780 Matrix metalloproteinase 9 84.03% 92.12%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.35% 96.90%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 83.09% 92.29%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.86% 92.88%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 82.39% 95.71%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 82.32% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.07% 91.19%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.68% 90.08%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 80.30% 95.17%

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 46173895
LOTUS LTS0202554
wikiData Q27155003