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Showing NP-Card for 2-hydroxyethylclavam (NP0307070)

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Record Information
Version2.0
Created at2022-09-10 23:56:56 UTC
Updated at2022-09-10 23:56:57 UTC
NP-MRD IDNP0307070
Secondary Accession NumbersNone
Natural Product Identification
Common Name2-hydroxyethylclavam
DescriptionHydroxyethylclavam belongs to the class of organic compounds known as clavams. These are organic compounds containing a 4-oxa-1-azabicyclo[3.2.0]Heptan-7-one moiety. Clavams are similar to penams, but with an oxygen substituted for the sulfur in the penam skeleton. 2-hydroxyethylclavam was first documented in 1987 (PMID: 3304182). Based on a literature review very few articles have been published on Hydroxyethylclavam.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0307070 (2-hydroxyethylclavam)


  Mrv1652309112201562D          

 11 12  0  0  1  0            999 V2000
    0.3649   -1.1595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9483   -0.5762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9483    0.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7733    0.2488    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5579    0.5038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0428   -0.1637    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8678   -0.1637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2803   -0.8782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1053   -0.8782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5579   -0.8311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7733   -0.5762    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  6 10  1  0  0  0  0
 10 11  1  0  0  0  0
  2 11  1  0  0  0  0
  4 11  1  6  0  0  0
M  END
Download

3D MOL for NP0307070 (2-hydroxyethylclavam)

     RDKit          3D

 22 23  0  0  0  0  0  0  0  0999 V2000
   -3.7141    1.4978   -1.4849 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9153    0.9037   -0.7419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0486   -0.0359    0.4316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7930   -0.6260   -0.1713 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7751   -0.9496    0.7014 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2728   -0.0872    0.5484 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5449   -0.8340    0.2589 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7471    0.0375    0.1446 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8467   -0.7803   -0.1229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0937    0.9136   -0.4811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5201    0.7676   -0.5704 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9392   -0.6622    0.4026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8485    0.5372    1.3534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9764   -1.3031   -1.0095 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4251    0.4534    1.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7217   -1.6378    0.9965 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4018   -1.3463   -0.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9250    0.5298    1.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6765    0.7526   -0.6908 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5187   -0.7500    0.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2289    1.9163   -0.1588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3147    0.7029   -1.4903 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6 10  1  0
 10 11  1  0
 11  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  0
  4  5  1  0
  5  6  1  0
  2 11  1  0
  9 20  1  0
  8 18  1  0
  8 19  1  0
  7 16  1  0
  7 17  1  0
  6 15  1  1
 10 21  1  0
 10 22  1  0
  4 14  1  6
  3 12  1  0
  3 13  1  0
M  END
Download

3D SDF for NP0307070 (2-hydroxyethylclavam)


  Mrv1652309112201562D          

 11 12  0  0  1  0            999 V2000
    0.3649   -1.1595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9483   -0.5762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9483    0.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7733    0.2488    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5579    0.5038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0428   -0.1637    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8678   -0.1637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2803   -0.8782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1053   -0.8782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5579   -0.8311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7733   -0.5762    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  6 10  1  0  0  0  0
 10 11  1  0  0  0  0
  2 11  1  0  0  0  0
  4 11  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0307070

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC[C@H]1CN2[C@H](CC2=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C7H11NO3/c9-2-1-5-4-8-6(10)3-7(8)11-5/h5,7,9H,1-4H2/t5-,7-/m0/s1

> <INCHI_KEY>
UEGDICIJUUEIOL-FSPLSTOPSA-N

> <FORMULA>
C7H11NO3

> <MOLECULAR_WEIGHT>
157.169

> <EXACT_MASS>
157.073893218

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
15.964269724017004

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S,5S)-3-(2-hydroxyethyl)-4-oxa-1-azabicyclo[3.2.0]heptan-7-one

> <JCHEM_LOGP>
-1.107592022

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.7096432145727

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.88714340169929

> <JCHEM_PKA_STRONGEST_BASIC>
-2.410476883343539

> <JCHEM_POLAR_SURFACE_AREA>
49.769999999999996

> <JCHEM_REFRACTIVITY>
37.0396

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3S,5S)-3-(2-hydroxyethyl)-4-oxa-1-azabicyclo[3.2.0]heptan-7-one

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0307070 (2-hydroxyethylclavam)

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PDB for NP0307070 (2-hydroxyethylclavam)
HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  O   UNK     0       0.681  -2.164   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.770  -1.076   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.770   0.464   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.310   0.464   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       4.775   0.940   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       5.680  -0.306   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.220  -0.306   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.990  -1.639   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       9.530  -1.639   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.775  -1.551   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       3.310  -1.076   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   11                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    6   11                                                       
CONECT   11   10    2    4                                                  
MASTER        0    0    0    0    0    0    0    0   11    0   24    0
END

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3D PDB for NP0307070 (2-hydroxyethylclavam)
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SMILES for NP0307070 (2-hydroxyethylclavam)
OCC[C@H]1CN2[C@H](CC2=O)O1
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INCHI for NP0307070 (2-hydroxyethylclavam)
InChI=1S/C7H11NO3/c9-2-1-5-4-8-6(10)3-7(8)11-5/h5,7,9H,1-4H2/t5-,7-/m0/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC7H11NO3
Average Mass157.1690 Da
Monoisotopic Mass157.07389 Da
IUPAC Name(3S,5S)-3-(2-hydroxyethyl)-4-oxa-1-azabicyclo[3.2.0]heptan-7-one
Traditional Name(3S,5S)-3-(2-hydroxyethyl)-4-oxa-1-azabicyclo[3.2.0]heptan-7-one
CAS Registry NumberNot Available
SMILES
OCC[C@H]1CN2[C@H](CC2=O)O1
InChI Identifier
InChI=1S/C7H11NO3/c9-2-1-5-4-8-6(10)3-7(8)11-5/h5,7,9H,1-4H2/t5-,7-/m0/s1
InChI KeyUEGDICIJUUEIOL-FSPLSTOPSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as clavams. These are organic compounds containing a 4-oxa-1-azabicyclo[3.2.0]Heptan-7-one moiety. Clavams are similar to penams, but with an oxygen substituted for the sulfur in the penam skeleton.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassLactams  
Sub ClassBeta lactams  
Direct ParentClavams  
Alternative Parents
Substituents
  • Clavam
    • 

  • Para-oxazepine
    • 

  • Oxazolidine
    • 

  • Tertiary carboxylic acid amide
    • 

  • Azetidine
    • 

  • Carboxamide group
    • 

  • Azacycle
    • 

  • Carboxylic acid derivative
    • 

  • Oxacycle
    • 

  • Organic oxide
    • 

  • Primary alcohol
    • 

  • Organopnictogen compound
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organic oxygen compound
    • 

  • Alcohol
    • 

  • Carbonyl group
    • 

  • Organic nitrogen compound
    • 

  • Hydrocarbon derivative
    • 

  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-1.1ChemAxon
pKa (Strongest Acidic)15.89ChemAxon
pKa (Strongest Basic)-2.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area49.77 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity37.04 m³·mol⁻¹ChemAxon
Polarizability15.96 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID117535  
KEGG Compound IDC17361  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound133204  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Rohl F, Rabenhorst J, Zahner H: Biological properties and mode of action of clavams. Arch Microbiol. 1987 May;147(4):315-20. doi: 10.1007/BF00406126. [PubMed:3304182  ] 
  2. LOTUS database [Link]