NP-MRD: Showing NP-Card for (2s)-2-[(4s)-4-[(1-hydroxyethylidene)amino]-3-oxo-1,2-oxazolidin-2-yl]-5-oxooxolane-2-carboxylic acid (NP0142863)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-01 21:30:23 UTC

Updated at

2022-09-01 21:30:23 UTC

NP-MRD ID

NP0142863

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s)-2-[(4s)-4-[(1-hydroxyethylidene)amino]-3-oxo-1,2-oxazolidin-2-yl]-5-oxooxolane-2-carboxylic acid

Description

Lactivicin belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom. (2s)-2-[(4s)-4-[(1-hydroxyethylidene)amino]-3-oxo-1,2-oxazolidin-2-yl]-5-oxooxolane-2-carboxylic acid was first documented in 2007 (PMID: 17957683). Based on a literature review a significant number of articles have been published on Lactivicin (PMID: 34450571) (PMID: 31773806) (PMID: 27139464) (PMID: 24694215) (PMID: 28324428) (PMID: 23095893).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 31 32  0  0  0  0  0  0  0  0999 V2000
    4.5300    0.8942   -1.4227 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6451    0.1323   -0.5036 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9097   -1.1916   -0.1764 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6244    0.7356   -0.0184 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7073    0.0758    0.8837 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0211    1.0239    1.8147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3187    0.7517    1.8226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6038   -0.0277    0.7643 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9432   -0.3606    0.3525 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9706    0.2448    1.2369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8632   -0.4167    1.8074 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9517    1.6244    1.4524 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2503    0.1053   -1.0599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4570   -0.7966   -1.3571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9481   -2.0805   -0.8100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2145   -3.2103   -1.2913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1610   -1.7589    0.2857 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5608   -0.4776    0.1096 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -1.1904   -0.9058 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5271    0.4071   -1.5261 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0613    1.0082   -2.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6692    1.9417   -1.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2447   -1.4055    0.7469 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1848   -0.7910    1.4014 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2538    2.0806    1.5531 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4199    0.8530    2.8356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3724    2.1933    0.7258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5069    1.1656   -1.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4428   -0.2189   -1.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2899   -0.4676   -0.7354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6689   -0.8438   -2.4384 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8 18  1  0
 18 19  2  0
  8  9  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
  9 10  1  1
 10 12  1  0
 10 11  2  0
 18  5  1  0
 17  9  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  5 24  1  1
  6 25  1  0
  6 26  1  0
 13 28  1  0
 13 29  1  0
 14 30  1  0
 14 31  1  0
 12 27  1  0
M  END


  Mrv1652309012223302D          

 19 20  0  0  1  0            999 V2000
   -0.5508    1.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5508    0.2896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2653   -0.1229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1636   -0.1229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1636   -0.9479    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5038   -1.4329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2489   -2.2175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5761   -2.2175    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0610   -2.8849    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3466   -3.2974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3466   -4.1224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3679   -2.8849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6741   -2.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3886   -2.7454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2171   -3.5524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7691   -4.1655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3966   -3.6386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8311   -1.4329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6157   -1.1779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  4  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  6  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
  9 17  1  0  0  0  0
  8 18  1  0  0  0  0
  5 18  1  0  0  0  0
 18 19  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0142863

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(O)=N[C@H]1CON(C1=O)[C@]1(CCC(=O)O1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H12N2O7/c1-5(13)11-6-4-18-12(8(6)15)10(9(16)17)3-2-7(14)19-10/h6H,2-4H2,1H3,(H,11,13)(H,16,17)/t6-,10-/m0/s1

> <INCHI_KEY>
ZUEKKUYIXILDAF-WKEGUHRASA-N

> <FORMULA>
C10H12N2O7

> <MOLECULAR_WEIGHT>
272.213

> <EXACT_MASS>
272.064450734

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
23.846965944283475

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(4S)-4-[(1-hydroxyethylidene)amino]-3-oxo-1,2-oxazolidin-2-yl]-5-oxooxolane-2-carboxylic acid

> <ALOGPS_LOGP>
-0.84

> <JCHEM_LOGP>
-0.5852093549999999

> <ALOGPS_LOGS>
-1.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
5.49878488734017

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.7406278598915974

> <JCHEM_PKA_STRONGEST_BASIC>
0.32678742038206887

> <JCHEM_POLAR_SURFACE_AREA>
125.73000000000002

> <JCHEM_REFRACTIVITY>
56.24050000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.26e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(4S)-4-[(1-hydroxyethylidene)amino]-3-oxo-1,2-oxazolidin-2-yl]-5-oxooxolane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 01-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.028   2.081   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.028   0.541   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.362  -0.229   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       0.305  -0.229   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       0.305  -1.769   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.940  -2.675   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.465  -4.139   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0       1.075  -4.139   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       1.981  -5.385   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.647  -6.155   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.647  -7.695   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -0.687  -5.385   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       3.125  -4.355   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.459  -5.125   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.139  -6.631   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.169  -7.776   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       2.607  -6.792   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.551  -2.675   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.016  -2.199   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   18                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   18                                                  
CONECT    9    8   10   13   17                                             
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    9   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15    9                                                       
CONECT   18    8    5   19                                                  
CONECT   19   18                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₀H₁₂N₂O₇

Average Mass

272.2130 Da

Monoisotopic Mass

272.06445 Da

IUPAC Name

(2S)-2-[(4S)-4-[(1-hydroxyethylidene)amino]-3-oxo-1,2-oxazolidin-2-yl]-5-oxooxolane-2-carboxylic acid

Traditional Name

(2S)-2-[(4S)-4-[(1-hydroxyethylidene)amino]-3-oxo-1,2-oxazolidin-2-yl]-5-oxooxolane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(O)=N[C@H]1CON(C1=O)[C@]1(CCC(=O)O1)C(O)=O

InChI Identifier

InChI=1S/C10H12N2O7/c1-5(13)11-6-4-18-12(8(6)15)10(9(16)17)3-2-7(14)19-10/h6H,2-4H2,1H3,(H,11,13)(H,16,17)/t6-,10-/m0/s1

InChI Key

ZUEKKUYIXILDAF-WKEGUHRASA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids and derivatives

Alternative Parents

Substituents

N-acyl-alpha amino acid or derivatives
Dicarboxylic acid or derivatives
Gamma butyrolactone
Oxazolidinone
Isoxazolidine
Oxolane
Acetamide
Secondary carboxylic acid amide
Lactone
Carboxylic acid ester
Carboxamide group
Organoheterocyclic compound
Carboxylic acid
Azacycle
Oxacycle
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-0.84	ALOGPS
logP	-0.59	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	2.74	ChemAxon
pKa (Strongest Basic)	0.33	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	125.73 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	56.24 m³·mol⁻¹	ChemAxon
Polarizability	23.85 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

25053627

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Lactivicin

METLIN ID

Not Available

PubChem Compound

49864511

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Sato J, Kusano H, Aoki T, Shibuya S, Yokoo K, Komano K, Oguma T, Matsumoto S, Sato T, Yasuo K, Yamawaki K: A novel tricyclic beta-lactam exhibiting potent antibacterial activities against carbapenem-resistant Enterobacterales: Synthesis and structure-activity-relationships. Bioorg Med Chem. 2021 Sep 15;46:116343. doi: 10.1016/j.bmc.2021.116343. Epub 2021 Aug 11. [PubMed:34450571 ]
Calvopina K, Dulyayangkul P, Heesom KJ, Avison MB: TonB-dependent uptake of beta-lactam antibiotics in the opportunistic human pathogen Stenotrophomonas maltophilia. Mol Microbiol. 2020 Feb;113(2):492-503. doi: 10.1111/mmi.14434. Epub 2019 Dec 11. [PubMed:31773806 ]
Calvopina K, Umland KD, Rydzik AM, Hinchliffe P, Brem J, Spencer J, Schofield CJ, Avison MB: Sideromimic Modification of Lactivicin Dramatically Increases Potency against Extensively Drug-Resistant Stenotrophomonas maltophilia Clinical Isolates. Antimicrob Agents Chemother. 2016 Jun 20;60(7):4170-5. doi: 10.1128/AAC.00371-16. Print 2016 Jul. [PubMed:27139464 ]
Starr J, Brown MF, Aschenbrenner L, Caspers N, Che Y, Gerstenberger BS, Huband M, Knafels JD, Lemmon MM, Li C, McCurdy SP, McElroy E, Rauckhorst MR, Tomaras AP, Young JA, Zaniewski RP, Shanmugasundaram V, Han S: Siderophore receptor-mediated uptake of lactivicin analogues in gram-negative bacteria. J Med Chem. 2014 May 8;57(9):3845-55. doi: 10.1021/jm500219c. Epub 2014 Apr 21. [PubMed:24694215 ]
Kumar KM, Anitha P, Sivasakthi V, Bag S, Lavanya P, Anbarasu A, Ramaiah S: In silico study on Penicillin derivatives and Cephalosporins for upper respiratory tract bacterial pathogens. 3 Biotech. 2014 Jun;4(3):241-251. doi: 10.1007/s13205-013-0147-z. Epub 2013 Jun 11. [PubMed:28324428 ]
Zervosen A, Sauvage E, Frere JM, Charlier P, Luxen A: Development of new drugs for an old target: the penicillin binding proteins. Molecules. 2012 Oct 24;17(11):12478-505. doi: 10.3390/molecules171112478. [PubMed:23095893 ]
Brown T Jr, Charlier P, Herman R, Schofield CJ, Sauvage E: Structural basis for the interaction of lactivicins with serine beta-lactamases. J Med Chem. 2010 Aug 12;53(15):5890-4. doi: 10.1021/jm100437u. [PubMed:20593835 ]
Holzgrabe U: [Lactivicin--an antibiotic against penicillin-resistant pneumococci]. Pharm Unserer Zeit. 2007;36(6):421-2. doi: 10.1002/pauz.200790103. [PubMed:17957683 ]
Macheboeuf P, Fischer DS, Brown T Jr, Zervosen A, Luxen A, Joris B, Dessen A, Schofield CJ: Structural and mechanistic basis of penicillin-binding protein inhibition by lactivicins. Nat Chem Biol. 2007 Sep;3(9):565-9. doi: 10.1038/nchembio.2007.21. Epub 2007 Aug 5. [PubMed:17676039 ]
LOTUS database [Link]

Showing NP-Card for (2s)-2-[(4s)-4-[(1-hydroxyethylidene)amino]-3-oxo-1,2-oxazolidin-2-yl]-5-oxooxolane-2-carboxylic acid (NP0142863)

MOL for NP0142863 ((2s)-2-[(4s)-4-[(1-hydroxyethylidene)amino]-3-oxo-1,2-oxazolidin-2-yl]-5-oxooxolane-2-carboxylic acid)

3D MOL for NP0142863 ((2s)-2-[(4s)-4-[(1-hydroxyethylidene)amino]-3-oxo-1,2-oxazolidin-2-yl]-5-oxooxolane-2-carboxylic acid)

3D SDF for NP0142863 ((2s)-2-[(4s)-4-[(1-hydroxyethylidene)amino]-3-oxo-1,2-oxazolidin-2-yl]-5-oxooxolane-2-carboxylic acid)

3D-SDF for NP0142863 ((2s)-2-[(4s)-4-[(1-hydroxyethylidene)amino]-3-oxo-1,2-oxazolidin-2-yl]-5-oxooxolane-2-carboxylic acid)

PDB for NP0142863 ((2s)-2-[(4s)-4-[(1-hydroxyethylidene)amino]-3-oxo-1,2-oxazolidin-2-yl]-5-oxooxolane-2-carboxylic acid)

3D PDB for NP0142863 ((2s)-2-[(4s)-4-[(1-hydroxyethylidene)amino]-3-oxo-1,2-oxazolidin-2-yl]-5-oxooxolane-2-carboxylic acid)

SMILES for NP0142863 ((2s)-2-[(4s)-4-[(1-hydroxyethylidene)amino]-3-oxo-1,2-oxazolidin-2-yl]-5-oxooxolane-2-carboxylic acid)

INCHI for NP0142863 ((2s)-2-[(4s)-4-[(1-hydroxyethylidene)amino]-3-oxo-1,2-oxazolidin-2-yl]-5-oxooxolane-2-carboxylic acid)

Structure for NP0142863 ((2s)-2-[(4s)-4-[(1-hydroxyethylidene)amino]-3-oxo-1,2-oxazolidin-2-yl]-5-oxooxolane-2-carboxylic acid)

3D Structure for NP0142863 ((2s)-2-[(4s)-4-[(1-hydroxyethylidene)amino]-3-oxo-1,2-oxazolidin-2-yl]-5-oxooxolane-2-carboxylic acid)