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1-Azabicyclo[3.2.0]heptane-2-carboxylic acid, 3-[[2-[[3-[[(2R)-2,4-dihydroxy-3,3-dimethyl-1-oxobutyl]amino]-1-oxopropyl]amino]ethyl]thio]-6-(1-hydroxy-1-methylethyl)-7-oxo-, (2S,3S,5R,6R)-

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 bd578f5a-bcf3-48ac-a855-8a13427bf060
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-(2-hydroxypropan-2-yl)-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
SMILES (Canonical) CC(C)(CO)C(C(=O)NCCC(=O)NCCSC1CC2C(C(=O)N2C1C(=O)O)C(C)(C)O)O
SMILES (Isomeric) CC(C)(CO)[C@H](C(=O)NCCC(=O)NCCS[C@H]1C[C@@H]2[C@@H](C(=O)N2[C@H]1C(=O)O)C(C)(C)O)O
InChI InChI=1S/C21H35N3O8S/c1-20(2,10-25)16(27)17(28)23-6-5-13(26)22-7-8-33-12-9-11-14(21(3,4)32)18(29)24(11)15(12)19(30)31/h11-12,14-16,25,27,32H,5-10H2,1-4H3,(H,22,26)(H,23,28)(H,30,31)/t11-,12+,14+,15-,16+/m1/s1
InChI Key NSMABMGRXUKVDE-IVCRCZCHSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C21H35N3O8S
Molecular Weight 489.60 g/mol
Exact Mass 489.21448626 g/mol
Topological Polar Surface Area (TPSA) 202.00 Ų
XlogP -1.10
Atomic LogP (AlogP) -1.46
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 12

Synonyms

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85414-26-2
1-Azabicyclo[3.2.0]heptane-2-carboxylic acid, 3-[[2-[[3-[[(2R)-2,4-dihydroxy-3,3-dimethyl-1-oxobutyl]amino]-1-oxopropyl]amino]ethyl]thio]-6-(1-hydroxy-1-methylethyl)-7-oxo-, (2S,3S,5R,6R)-
CHEBI:81043
C17376
Q27155004

2D Structure

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2D Structure of 1-Azabicyclo[3.2.0]heptane-2-carboxylic acid, 3-[[2-[[3-[[(2R)-2,4-dihydroxy-3,3-dimethyl-1-oxobutyl]amino]-1-oxopropyl]amino]ethyl]thio]-6-(1-hydroxy-1-methylethyl)-7-oxo-, (2S,3S,5R,6R)-

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 - 0.8230 82.30%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.4548 45.48%
OATP2B1 inhibitior - 0.5699 56.99%
OATP1B1 inhibitior + 0.8998 89.98%
OATP1B3 inhibitior + 0.9368 93.68%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.5665 56.65%
P-glycoprotein inhibitior - 0.4922 49.22%
P-glycoprotein substrate + 0.6711 67.11%
CYP3A4 substrate + 0.6489 64.89%
CYP2C9 substrate - 0.8109 81.09%
CYP2D6 substrate - 0.8600 86.00%
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 - 0.7644 76.44%
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 - 0.9521 95.21%
Skin irritation - 0.7604 76.04%
Skin corrosion - 0.9147 91.47%
Ames mutagenesis - 0.6278 62.78%
Human Ether-a-go-go-Related Gene inhibition - 0.5339 53.39%
Micronuclear + 0.7100 71.00%
Hepatotoxicity + 0.5116 51.16%
skin sensitisation - 0.8372 83.72%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.8182 81.82%
Acute Oral Toxicity (c) III 0.5858 58.58%
Estrogen receptor binding + 0.5356 53.56%
Androgen receptor binding + 0.5581 55.81%
Thyroid receptor binding + 0.5213 52.13%
Glucocorticoid receptor binding - 0.4828 48.28%
Aromatase binding + 0.6065 60.65%
PPAR gamma + 0.6091 60.91%
Honey bee toxicity - 0.8763 87.63%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6200 62.00%
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 98.69% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.31% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.21% 99.23%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 91.97% 96.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.60% 99.17%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 91.58% 97.21%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 90.36% 92.29%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.00% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.66% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 84.70% 91.19%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.87% 85.14%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 83.07% 95.34%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.65% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.59% 89.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 81.37% 89.34%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.09% 93.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.91% 94.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.90% 95.56%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.52% 92.88%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 46173896
LOTUS LTS0000450
wikiData Q27155004