NP-MRD: Showing NP-Card for (2s,5r,6r)-6-[(2-{[(2s)-2-amino-2-carboxyethyl]sulfanyl}-1-hydroxyethylidene)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (NP0296088)

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Record Information

Version

2.0

Created at

2022-09-10 05:28:06 UTC

Updated at

2022-09-10 05:28:06 UTC

NP-MRD ID

NP0296088

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,5r,6r)-6-[(2-{[(2s)-2-amino-2-carboxyethyl]sulfanyl}-1-hydroxyethylidene)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

Description

Antibiotic rit-D 2214 belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. (2s,5r,6r)-6-[(2-{[(2s)-2-amino-2-carboxyethyl]sulfanyl}-1-hydroxyethylidene)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid is found in Sarocladium strictum. Based on a literature review very few articles have been published on Antibiotic rit-D 2214.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102207282D          

 24 25  0  0  1  0            999 V2000
   -6.4910    3.6056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0416    2.9137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7767    2.5392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4005    3.4329    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7086    2.9836    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9117    2.7701    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1972    3.1826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4827    2.7701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4827    1.9451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7683    3.1826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0538    2.7701    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3393    3.1826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3751    2.7701    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3751    1.9451    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0896    3.1826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8041    2.7701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0896    4.0076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1252    1.9732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7127    1.2587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9221    2.1867    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7460    2.1435    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.1953    1.4516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8208    0.7166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0192    1.4948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  2  0  0  0  0
  8  9  1  4  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
  6 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
  5 20  1  6  0  0  0
 20 21  1  0  0  0  0
  2 21  1  0  0  0  0
 21 22  1  1  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
M  END

     RDKit          3D

 43 44  0  0  0  0  0  0  0  0999 V2000
   -4.0564    0.8486    1.8975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8461   -0.1606    0.8088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7638   -1.3465    1.0399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1109   -0.7644    0.7749 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7355   -0.2035   -0.9363 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5876    0.7622   -1.0309 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0424    1.1245    0.1953 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0555    0.4640    0.6267 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6205    0.8687    1.8253 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6567   -0.6961   -0.0695 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3933   -0.3992   -0.5009 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.3582   -0.2735    1.0266 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8032   -0.0243    0.6714 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2507   -1.1550   -0.1348 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8698    1.2071   -0.1590 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5201    2.2909    0.3707 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2912    1.2110   -1.4618 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6595    1.6918   -1.4937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5515    2.8020   -2.0985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7109    0.8710   -1.0101 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9885    0.4172   -0.5764 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5511   -0.5165   -1.5640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9424   -0.8444   -2.6313 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8003   -1.0942   -1.3700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1114    1.3415    2.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6035    0.4248    2.7843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7122    1.6491    1.4929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4471   -1.7976    2.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4754   -2.1020    0.2652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8194   -1.0764    1.0124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8064   -0.9796   -1.6957 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0524    0.5185   -1.8924 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4882    0.3180    2.6736 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1306   -0.9626   -1.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5896   -1.5749    0.6338 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2180   -1.2280    1.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9374    0.5777    1.6085 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3882    0.0513    1.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7999   -1.0837   -1.0724 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2795   -1.1489   -0.1967 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1552    0.7827   -1.7867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6944    1.2678   -0.4877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9264   -2.0588   -1.6449 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 17  1  0
 15 16  2  0
  6 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 24  1  0
 22 23  2  0
 21  2  1  0
 20  5  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  5 31  1  6
  6 32  1  6
  9 33  1  0
 10 34  1  0
 10 35  1  0
 12 36  1  0
 12 37  1  0
 13 38  1  1
 14 39  1  0
 14 40  1  0
 17 41  1  0
 21 42  1  1
 24 43  1  0
M  END


  Mrv1652309102207282D          

 24 25  0  0  1  0            999 V2000
   -6.4910    3.6056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0416    2.9137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7767    2.5392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4005    3.4329    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7086    2.9836    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9117    2.7701    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1972    3.1826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4827    2.7701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4827    1.9451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7683    3.1826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0538    2.7701    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3393    3.1826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3751    2.7701    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3751    1.9451    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0896    3.1826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8041    2.7701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0896    4.0076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1252    1.9732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7127    1.2587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9221    2.1867    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7460    2.1435    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.1953    1.4516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8208    0.7166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0192    1.4948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  2  0  0  0  0
  8  9  1  4  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
  6 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
  5 20  1  6  0  0  0
 20 21  1  0  0  0  0
  2 21  1  0  0  0  0
 21 22  1  1  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0296088

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)S[C@@H]2[C@H](N=C(O)CSC[C@@H](N)C(O)=O)C(=O)N2[C@H]1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H19N3O6S2/c1-13(2)8(12(21)22)16-9(18)7(10(16)24-13)15-6(17)4-23-3-5(14)11(19)20/h5,7-8,10H,3-4,14H2,1-2H3,(H,15,17)(H,19,20)(H,21,22)/t5-,7-,8+,10-/m1/s1

> <INCHI_KEY>
QDOGMOKSFVXEIZ-PJGXCUNHSA-N

> <FORMULA>
C13H19N3O6S2

> <MOLECULAR_WEIGHT>
377.43

> <EXACT_MASS>
377.071527692

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
35.864037353475844

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,5R,6R)-6-[(2-{[(2S)-2-amino-2-carboxyethyl]sulfanyl}-1-hydroxyethylidene)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

> <JCHEM_LOGP>
-3.09398152086699

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.4605379000320187

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.723936371896813

> <JCHEM_PKA_STRONGEST_BASIC>
9.14381559146192

> <JCHEM_POLAR_SURFACE_AREA>
153.52

> <JCHEM_REFRACTIVITY>
86.79069999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S,5R,6R)-6-[(2-{[(2S)-2-amino-2-carboxyethyl]sulfanyl}-1-hydroxyethylidene)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0     -12.116   6.731   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -11.278   5.439   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -12.650   4.740   0.000  0.00  0.00           C+0
HETATM    4  S   UNK     0     -10.081   6.408   0.000  0.00  0.00           S+0
HETATM    5  C   UNK     0      -8.789   5.569   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -7.302   5.171   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -5.968   5.941   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -4.634   5.171   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -4.634   3.631   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -3.301   5.941   0.000  0.00  0.00           C+0
HETATM   11  S   UNK     0      -1.967   5.171   0.000  0.00  0.00           S+0
HETATM   12  C   UNK     0      -0.633   5.941   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.700   5.171   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       0.700   3.631   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       2.034   5.941   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.368   5.171   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       2.034   7.481   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -7.700   3.683   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -6.930   2.350   0.000  0.00  0.00           O+0
HETATM   20  N   UNK     0      -9.188   4.082   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0     -10.726   4.001   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -11.565   2.710   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0     -10.865   1.338   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0     -13.102   2.790   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4   21                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   20                                                  
CONECT    6    5    7   18                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18    6   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18    5   21                                                  
CONECT   21   20    2   22                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

View in JSmol

Synonyms

Value	Source
6-(D)-(((2-Amino-2-carboxy)ethylthio)acetamido)penicillanic acid	MeSH
RIT 2214, (2S-(2alpha,5alpha,6beta(s*)))-isomer	MeSH
RIT 2214, (2S-(2alpha,5alpha,6beta))-isomer	MeSH

Chemical Formula

C₁₃H₁₉N₃O₆S₂

Average Mass

377.4300 Da

Monoisotopic Mass

377.07153 Da

IUPAC Name

(2S,5R,6R)-6-[(2-{[(2S)-2-amino-2-carboxyethyl]sulfanyl}-1-hydroxyethylidene)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

Traditional Name

(2S,5R,6R)-6-[(2-{[(2S)-2-amino-2-carboxyethyl]sulfanyl}-1-hydroxyethylidene)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC1(C)S[C@@H]2[C@H](N=C(O)CSC[C@@H](N)C(O)=O)C(=O)N2[C@H]1C(O)=O

InChI Identifier

InChI=1S/C13H19N3O6S2/c1-13(2)8(12(21)22)16-9(18)7(10(16)24-13)15-6(17)4-23-3-5(14)11(19)20/h5,7-8,10H,3-4,14H2,1-2H3,(H,15,17)(H,19,20)(H,21,22)/t5-,7-,8+,10-/m1/s1

InChI Key

QDOGMOKSFVXEIZ-PJGXCUNHSA-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

Species Name	Source	Reference
Acremonium strictum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Penicillin
N-acyl-alpha amino acid or derivatives
Cysteine or derivatives
S-alkyl-l-cysteine
Alpha-amino acid
Alpha-amino acid or derivatives
D-alpha-amino acid
Penam
Dicarboxylic acid or derivatives
Thiazolidine
Tertiary carboxylic acid amide
Beta-lactam
Carboxamide group
Lactam
Amino acid
Azetidine
Secondary carboxylic acid amide
Amino acid or derivatives
Azacycle
Carboxylic acid
Organoheterocyclic compound
Dialkylthioether
Sulfenyl compound
Hemithioaminal
Thioether
Primary aliphatic amine
Amine
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Organic oxide
Hydrocarbon derivative
Primary amine
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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	-3.1	ChemAxon
pKa (Strongest Acidic)	1.72	ChemAxon
pKa (Strongest Basic)	9.14	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	153.52 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	86.79 m³·mol⁻¹	ChemAxon
Polarizability	35.86 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

C00018114

Chemspider ID

171682

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

198349

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,5r,6r)-6-[(2-{[(2s)-2-amino-2-carboxyethyl]sulfanyl}-1-hydroxyethylidene)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (NP0296088)

MOL for NP0296088 ((2s,5r,6r)-6-[(2-{[(2s)-2-amino-2-carboxyethyl]sulfanyl}-1-hydroxyethylidene)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid)

3D MOL for NP0296088 ((2s,5r,6r)-6-[(2-{[(2s)-2-amino-2-carboxyethyl]sulfanyl}-1-hydroxyethylidene)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid)

3D SDF for NP0296088 ((2s,5r,6r)-6-[(2-{[(2s)-2-amino-2-carboxyethyl]sulfanyl}-1-hydroxyethylidene)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid)

3D-SDF for NP0296088 ((2s,5r,6r)-6-[(2-{[(2s)-2-amino-2-carboxyethyl]sulfanyl}-1-hydroxyethylidene)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid)

PDB for NP0296088 ((2s,5r,6r)-6-[(2-{[(2s)-2-amino-2-carboxyethyl]sulfanyl}-1-hydroxyethylidene)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid)

3D PDB for NP0296088 ((2s,5r,6r)-6-[(2-{[(2s)-2-amino-2-carboxyethyl]sulfanyl}-1-hydroxyethylidene)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid)

SMILES for NP0296088 ((2s,5r,6r)-6-[(2-{[(2s)-2-amino-2-carboxyethyl]sulfanyl}-1-hydroxyethylidene)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid)

INCHI for NP0296088 ((2s,5r,6r)-6-[(2-{[(2s)-2-amino-2-carboxyethyl]sulfanyl}-1-hydroxyethylidene)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid)

Structure for NP0296088 ((2s,5r,6r)-6-[(2-{[(2s)-2-amino-2-carboxyethyl]sulfanyl}-1-hydroxyethylidene)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid)

3D Structure for NP0296088 ((2s,5r,6r)-6-[(2-{[(2s)-2-amino-2-carboxyethyl]sulfanyl}-1-hydroxyethylidene)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid)