NP-MRD: Showing NP-Card for (2s,4r)-n-{2-chloro-1-[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(methylsulfanyl)oxan-2-yl]propyl}-4-propylpyrrolidine-2-carboximidic acid (NP0210359)

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Record Information

Version

2.0

Created at

2022-09-05 08:07:55 UTC

Updated at

2022-09-05 08:07:55 UTC

NP-MRD ID

NP0210359

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,4r)-n-{2-chloro-1-[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(methylsulfanyl)oxan-2-yl]propyl}-4-propylpyrrolidine-2-carboximidic acid

Description

1'-Demethylclindamycin belongs to the class of organic compounds known as proline and derivatives. Proline and derivatives are compounds containing proline or a derivative thereof resulting from reaction of proline at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. (2s,4r)-n-{2-chloro-1-[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(methylsulfanyl)oxan-2-yl]propyl}-4-propylpyrrolidine-2-carboximidic acid is found in Streptomyces armentosus. Based on a literature review very few articles have been published on 1'-Demethylclindamycin.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052210072D          

 26 27  0  0  1  0            999 V2000
    3.4656   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656   -1.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512   -1.7116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512   -2.5366    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4186   -3.0215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1637   -3.8062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387   -3.8062    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8538   -4.4736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1893   -5.2273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0333   -4.3874    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5484   -5.0548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8839   -5.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3990   -6.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7044   -5.8947    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.2721   -4.9686    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7571   -5.6360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5775   -5.5498    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0625   -6.2172    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7269   -6.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9131   -4.7961    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7336   -4.7098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4282   -4.1286    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7637   -3.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6077   -4.2149    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1228   -3.5474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0837   -3.0215    0.0000 C   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
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  4  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 15 11  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 15 24  1  0  0  0  0
 24 25  1  1  0  0  0
  7 26  1  0  0  0  0
  4 26  1  0  0  0  0
M  END

     RDKit          3D

 57 58  0  0  0  0  0  0  0  0999 V2000
    6.2546    0.9922   -1.5342 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7321    0.9551   -0.0941 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2389   -0.4354    0.2007 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1373   -0.8455   -0.7198 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6228   -2.2291   -0.4543 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3129   -2.1226    0.1197 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2076   -0.7831    0.6169 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8039   -0.3404    0.7957 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0210   -1.0652    1.6757 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3312    0.6438    0.1854 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9537    1.2433    0.1930 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1595    2.2521    1.2781 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0040    1.6919    2.6693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7485    3.0075    1.1459 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.0992    0.2913    0.1819 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2960    0.9706    0.1783 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0222    0.8978   -0.9817 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5952    1.7949   -0.6843 S   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5989    0.9495    0.5394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4013   -0.4855   -1.4199 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6633   -0.8729   -0.9627 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3812   -1.4608   -0.8849 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3316   -2.6455   -1.5836 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0315   -0.7350   -0.9156 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8284   -0.2135   -2.1616 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9155    0.0110   -0.4665 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4459   -0.0486   -1.8718 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1831    1.5658   -1.6071 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4443    1.3833   -2.1883 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0095    1.7457    0.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6190    1.1724    0.5710 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8790   -0.4226    1.2713 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0977   -1.1266    0.1964 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4870   -0.7176   -1.7664 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5640   -2.7651   -1.4429 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3453   -2.7886    0.1597 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2448   -2.8506    0.8866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8006   -0.6984    1.5302 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3943   -1.5564    2.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0160    1.8424   -0.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4067    3.0724    1.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2867    2.4395    3.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6025    0.8045    2.8538 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0687    1.4438    2.8108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0913   -0.2881    1.1523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5512    1.4172   -1.8395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9891    0.2310    1.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0702    1.6415    1.2656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3842    0.3740    0.0089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4505   -0.5461   -2.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5920   -1.6278   -0.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6708   -1.6657    0.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1853   -2.9192   -1.9584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2683   -1.5151   -0.7179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9062   -0.0415   -2.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2985   -0.0492   -1.3890 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1264    1.0271   -0.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7 26  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 11 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 26  4  1  0
 24 15  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  6
  5 35  1  0
  5 36  1  0
  6 37  1  0
  7 38  1  1
 26 56  1  0
 26 57  1  0
  9 39  1  0
 11 40  1  6
 12 41  1  6
 13 42  1  0
 13 43  1  0
 13 44  1  0
 15 45  1  1
 17 46  1  6
 19 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  6
 21 51  1  0
 22 52  1  1
 23 53  1  0
 24 54  1  1
 25 55  1  0
M  END


  Mrv1652309052210072D          

 26 27  0  0  1  0            999 V2000
    3.4656   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656   -1.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512   -1.7116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512   -2.5366    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4186   -3.0215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1637   -3.8062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387   -3.8062    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8538   -4.4736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1893   -5.2273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0333   -4.3874    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5484   -5.0548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8839   -5.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3990   -6.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7044   -5.8947    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.2721   -4.9686    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7571   -5.6360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5775   -5.5498    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0625   -6.2172    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7269   -6.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9131   -4.7961    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7336   -4.7098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4282   -4.1286    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7637   -3.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6077   -4.2149    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1228   -3.5474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0837   -3.0215    0.0000 C   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
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  4  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 15 11  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 15 24  1  0  0  0  0
 24 25  1  1  0  0  0
  7 26  1  0  0  0  0
  4 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0210359

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC[C@H]1CN[C@@H](C1)C(O)=NC(C(C)Cl)[C@H]1O[C@H](SC)[C@H](O)[C@@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C17H31ClN2O5S/c1-4-5-9-6-10(19-7-9)16(24)20-11(8(2)18)15-13(22)12(21)14(23)17(25-15)26-3/h8-15,17,19,21-23H,4-7H2,1-3H3,(H,20,24)/t8?,9-,10+,11?,12+,13-,14-,15-,17-/m1/s1

> <INCHI_KEY>
HDBHHHCDEYATPY-KSOBAXNASA-N

> <FORMULA>
C17H31ClN2O5S

> <MOLECULAR_WEIGHT>
410.95

> <EXACT_MASS>
410.164221

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
43.08135125590985

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,4R)-N-{2-chloro-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(methylsulfanyl)oxan-2-yl]propyl}-4-propylpyrrolidine-2-carboximidic acid

> <JCHEM_LOGP>
-0.9970848668125496

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.499045964277084

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.2595030985789943

> <JCHEM_PKA_STRONGEST_BASIC>
9.884192628291444

> <JCHEM_POLAR_SURFACE_AREA>
114.54

> <JCHEM_REFRACTIVITY>
100.94430000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S,4R)-N-{2-chloro-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(methylsulfanyl)oxan-2-yl]propyl}-4-propylpyrrolidine-2-carboximidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       6.469  -0.885   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.469  -2.425   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.136  -3.195   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.136  -4.735   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.381  -5.640   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       5.906  -7.105   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       4.366  -7.105   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.460  -8.351   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.087  -9.758   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0       1.929  -8.190   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       1.024  -9.436   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.650 -10.842   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.745 -12.088   0.000  0.00  0.00           C+0
HETATM   14 Cl   UNK     0       3.182 -11.003   0.000  0.00  0.00          Cl+0
HETATM   15  C   UNK     0      -0.508  -9.275   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.413 -10.521   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.945 -10.360   0.000  0.00  0.00           C+0
HETATM   18  S   UNK     0      -3.850 -11.605   0.000  0.00  0.00           S+0
HETATM   19  C   UNK     0      -3.224 -13.012   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.571  -8.953   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -5.103  -8.792   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.666  -7.707   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -3.292  -6.300   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -1.134  -7.868   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -0.229  -6.622   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       3.890  -5.640   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   26                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   26                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   15                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   11   16   24                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   20                                                  
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20   17   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   15   25                                                  
CONECT   25   24                                                            
CONECT   26    7    4                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₃₁ClN₂O₅S

Average Mass

410.9500 Da

Monoisotopic Mass

410.16422 Da

IUPAC Name

(2S,4R)-N-{2-chloro-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(methylsulfanyl)oxan-2-yl]propyl}-4-propylpyrrolidine-2-carboximidic acid

Traditional Name

(2S,4R)-N-{2-chloro-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(methylsulfanyl)oxan-2-yl]propyl}-4-propylpyrrolidine-2-carboximidic acid

CAS Registry Number

Not Available

SMILES

CCC[C@H]1CN[C@@H](C1)C(O)=NC(C(C)Cl)[C@H]1O[C@H](SC)[C@H](O)[C@@H](O)[C@H]1O

InChI Identifier

InChI=1S/C17H31ClN2O5S/c1-4-5-9-6-10(19-7-9)16(24)20-11(8(2)18)15-13(22)12(21)14(23)17(25-15)26-3/h8-15,17,19,21-23H,4-7H2,1-3H3,(H,20,24)/t8?,9-,10+,11?,12+,13-,14-,15-,17-/m1/s1

InChI Key

HDBHHHCDEYATPY-KSOBAXNASA-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
Streptomyces armentosus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as proline and derivatives. Proline and derivatives are compounds containing proline or a derivative thereof resulting from reaction of proline at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Proline and derivatives

Alternative Parents

Substituents

Proline or derivatives
Alpha-amino acid amide
Glycosyl compound
S-glycosyl compound
Pyrrolidine carboxylic acid or derivatives
Pyrrolidine-2-carboxamide
Monosaccharide
Oxane
Monothioacetal
Pyrrolidine
1,2-diol
Carboxamide group
Secondary carboxylic acid amide
Secondary alcohol
Secondary aliphatic amine
Oxacycle
Azacycle
Organoheterocyclic compound
Polyol
Sulfenyl compound
Secondary amine
Organochloride
Organohalogen compound
Alcohol
Hydrocarbon derivative
Organic nitrogen compound
Organic oxide
Carbonyl group
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Alkyl chloride
Alkyl halide
Organic oxygen compound
Amine
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	-1	ChemAxon
pKa (Strongest Acidic)	3.26	ChemAxon
pKa (Strongest Basic)	9.88	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	114.54 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	100.94 m³·mol⁻¹	ChemAxon
Polarizability	43.08 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

C00018769

Chemspider ID

8268552

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10093016

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,4r)-n-{2-chloro-1-[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(methylsulfanyl)oxan-2-yl]propyl}-4-propylpyrrolidine-2-carboximidic acid (NP0210359)

MOL for NP0210359 ((2s,4r)-n-{2-chloro-1-[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(methylsulfanyl)oxan-2-yl]propyl}-4-propylpyrrolidine-2-carboximidic acid)

3D MOL for NP0210359 ((2s,4r)-n-{2-chloro-1-[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(methylsulfanyl)oxan-2-yl]propyl}-4-propylpyrrolidine-2-carboximidic acid)

3D SDF for NP0210359 ((2s,4r)-n-{2-chloro-1-[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(methylsulfanyl)oxan-2-yl]propyl}-4-propylpyrrolidine-2-carboximidic acid)

3D-SDF for NP0210359 ((2s,4r)-n-{2-chloro-1-[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(methylsulfanyl)oxan-2-yl]propyl}-4-propylpyrrolidine-2-carboximidic acid)

PDB for NP0210359 ((2s,4r)-n-{2-chloro-1-[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(methylsulfanyl)oxan-2-yl]propyl}-4-propylpyrrolidine-2-carboximidic acid)

3D PDB for NP0210359 ((2s,4r)-n-{2-chloro-1-[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(methylsulfanyl)oxan-2-yl]propyl}-4-propylpyrrolidine-2-carboximidic acid)

SMILES for NP0210359 ((2s,4r)-n-{2-chloro-1-[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(methylsulfanyl)oxan-2-yl]propyl}-4-propylpyrrolidine-2-carboximidic acid)

INCHI for NP0210359 ((2s,4r)-n-{2-chloro-1-[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(methylsulfanyl)oxan-2-yl]propyl}-4-propylpyrrolidine-2-carboximidic acid)

Structure for NP0210359 ((2s,4r)-n-{2-chloro-1-[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(methylsulfanyl)oxan-2-yl]propyl}-4-propylpyrrolidine-2-carboximidic acid)

3D Structure for NP0210359 ((2s,4r)-n-{2-chloro-1-[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(methylsulfanyl)oxan-2-yl]propyl}-4-propylpyrrolidine-2-carboximidic acid)