NP-MRD: Showing NP-Card for Clindamycin sulfoxide (NP0062286)

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Record Information

Version

2.0

Created at

2022-04-28 06:58:44 UTC

Updated at

2022-04-28 06:58:44 UTC

NP-MRD ID

NP0062286

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Clindamycin sulfoxide

Description

(2R,4S)-N-[(1S,2S)-2-chloro-1-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-[(S)-methanesulfinyl]oxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboximidic acid belongs to the class of organic compounds known as oxanes. Oxanes are compounds containing an oxane (tetrahydropyran) ring, which is a six-member saturated aliphatic heterocycle with one oxygen atom and five carbon atoms. Clindamycin sulfoxide is found in Streptomyces punipalus. Based on a literature review very few articles have been published on (2R,4S)-N-[(1S,2S)-2-chloro-1-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-[(S)-methanesulfinyl]oxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboximidic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282208582D          

 28 29  0  0  1  0            999 V2000
   -0.1787    0.5795    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6282    0.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0392   -0.7481    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5912   -0.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2107   -1.5550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -4.5375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -4.5375    0.0000 S   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5143    1.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0294    2.0006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3649    2.7543    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  4  6  1  0  0  0  0
  3  7  1  6  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
 10  9  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  6  0  0  0
 14 10  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 18 20  1  6  0  0  0
 20 21  2  0  0  0  0
 20 22  1  1  0  0  0
 17 23  1  1  0  0  0
 16 24  1  1  0  0  0
 15 25  1  1  0  0  0
  1 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END

     RDKit          3D

 61 62  0  0  0  0  0  0  0  0999 V2000
    6.8450    0.8462   -1.0921 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8186    0.7756   -2.2000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9357   -0.4383   -2.0802 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1653   -0.4813   -0.7967 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2502    0.7129   -0.6233 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8546    0.1508   -0.7949 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7860    0.9776   -0.2540 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7336    2.1790   -0.6717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1596    0.4877    0.6909 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2192    1.2981    1.2329 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1523    1.4578    2.7194 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3214    2.3278    3.1426 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3597    2.2876    3.1303 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.5911    0.7229    0.8751 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6788    0.6990   -0.5311 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9332    0.2868   -0.9461 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8938    0.3332   -2.7710 S   0  0  0  0  0  4  0  0  0  0  0  0
   -5.6002   -0.2302   -3.1909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0727   -0.9536   -3.1075 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2636   -1.0820   -0.4420 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3676   -1.0535    0.4315 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0487   -1.6145    0.3030 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2684   -2.8911    0.7969 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7797   -0.6436    1.4582 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9523   -0.6506    2.2292 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9644   -1.1764   -0.2169 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2623   -1.1322    1.1859 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1690   -1.6447   -0.9177 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5675    0.0083   -1.1574 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3788    0.9375   -0.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4248    1.7814   -1.2613 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2806    1.7235   -2.2314 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3828    0.6806   -3.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5766   -1.3254   -2.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2474   -0.4594   -2.9265 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7779   -0.6925    0.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3085    1.1187    0.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3958    1.4773   -1.3932 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7048   -0.0151   -1.8922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1081   -0.4982    1.0182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1357    2.3088    0.7822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2582    0.5037    3.2694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0618    2.9683    4.0227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1951    1.7290    3.4526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6725    2.9802    2.2966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3928    1.4132    1.2065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7399    0.9787   -0.6019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6021   -0.2985   -4.2958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3260    0.5559   -2.9060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8112   -1.1858   -2.6854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4498   -1.7798   -1.2840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4154   -1.9711    0.8245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1712   -1.5533   -0.3569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5990   -3.5219    0.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9180   -1.0315    2.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6987   -0.6255    3.1914 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3276   -1.4013    1.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6820   -1.8957    1.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1637   -0.1091    1.6285 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9252   -1.7866   -1.9879 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5693   -2.5657   -0.4841 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 26  1  0
 26 27  1  0
 26 28  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 10 14  1  0
 14 15  1  0
 15 16  1  0
 16 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 16 17  1  0
 17 18  1  6
 17 19  2  0
 28  4  1  0
 24 14  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  1
  5 37  1  0
  5 38  1  0
  6 39  1  6
 27 57  1  0
 27 58  1  0
 27 59  1  0
 28 60  1  0
 28 61  1  0
  9 40  1  0
 10 41  1  6
 11 42  1  1
 12 43  1  0
 12 44  1  0
 12 45  1  0
 14 46  1  1
 16 47  1  1
 20 51  1  6
 21 52  1  0
 22 53  1  6
 23 54  1  0
 24 55  1  1
 25 56  1  0
 18 48  1  0
 18 49  1  0
 18 50  1  0
M  END


  Mrv1652304282208582D          

 28 29  0  0  1  0            999 V2000
   -0.1787    0.5795    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6282    0.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0392   -0.7481    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5912   -0.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2107   -1.5550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -4.5375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -4.5375    0.0000 S   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5143    1.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0294    2.0006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3649    2.7543    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  4  6  1  0  0  0  0
  3  7  1  6  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
 10  9  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  6  0  0  0
 14 10  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 18 20  1  6  0  0  0
 20 21  2  0  0  0  0
 20 22  1  1  0  0  0
 17 23  1  1  0  0  0
 16 24  1  1  0  0  0
 15 25  1  1  0  0  0
  1 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0062286

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC[C@H]1C[C@@H](N(C)C1)C(=O)N[C@H]([C@H](C)Cl)[C@H]1O[C@H]([C@H](O)[C@H](O)[C@@H]1O)[S@](C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H33ClN2O6S/c1-5-6-10-7-11(21(3)8-10)17(25)20-12(9(2)19)16-14(23)13(22)15(24)18(27-16)28(4)26/h9-16,18,22-24H,5-8H2,1-4H3,(H,20,25)/t9-,10-,11+,12+,13+,14-,15+,16+,18-,28-/m0/s1

> <INCHI_KEY>
XSLGFIQRVCXUEU-OWWPRLQNSA-N

> <FORMULA>
C18H33ClN2O6S

> <MOLECULAR_WEIGHT>
440.98

> <EXACT_MASS>
440.1747857

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
45.15257302397146

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,4S)-N-[(1S,2S)-2-chloro-1-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-[(S)-methanesulfinyl]oxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboxamide

> <ALOGPS_LOGP>
1.01

> <JCHEM_LOGP>
-0.9779951803333335

> <ALOGPS_LOGS>
-1.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.932063520479947

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.294639502889396

> <JCHEM_PKA_STRONGEST_BASIC>
6.851891795856926

> <JCHEM_POLAR_SURFACE_AREA>
119.33000000000001

> <JCHEM_REFRACTIVITY>
107.32

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.20e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,4S)-N-[(1S,2S)-2-chloro-1-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-[(S)-methanesulfinyl]oxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboxamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      -0.334   1.082   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.173   0.762   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -0.073  -1.396   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -1.104  -0.252   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.393  -2.903   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -1.540   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       4.001  -3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM   13 Cl   UNK     0       6.668  -3.850   0.000  0.00  0.00          Cl+0
HETATM   14  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335  -6.160   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -8.470   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.667  -6.160   0.000  0.00  0.00           O+0
HETATM   20  S   UNK     0       1.334  -8.470   0.000  0.00  0.00           S+0
HETATM   21  O   UNK     0       1.334 -10.010   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       4.001 -10.010   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       6.668  -8.470   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       6.668  -5.390   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -0.960   2.489   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.055   3.734   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.681   5.141   0.000  0.00  0.00           C+0
CONECT    1    2    5   26                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4    1                                                       
CONECT    6    4                                                            
CONECT    7    3    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   14                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   10   15   19                                                  
CONECT   15   14   16   25                                                  
CONECT   16   15   17   24                                                  
CONECT   17   16   18   23                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18   14                                                       
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   17                                                            
CONECT   24   16                                                            
CONECT   25   15                                                            
CONECT   26    1   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   58    0
END

View in JSmol

Synonyms

Value	Source
(2R,4S)-N-[(1S,2S)-2-Chloro-1-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-[(S)-methanesulfinyl]oxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboximidate	Generator
(2R,4S)-N-[(1S,2S)-2-Chloro-1-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-[(S)-methanesulphinyl]oxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboximidate	Generator
(2R,4S)-N-[(1S,2S)-2-Chloro-1-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-[(S)-methanesulphinyl]oxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboximidic acid	Generator

Chemical Formula

C₁₈H₃₃ClN₂O₆S

Average Mass

440.9800 Da

Monoisotopic Mass

440.17479 Da

IUPAC Name

(2R,4S)-N-[(1S,2S)-2-chloro-1-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-[(S)-methanesulfinyl]oxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboxamide

Traditional Name

(2R,4S)-N-[(1S,2S)-2-chloro-1-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-[(S)-methanesulfinyl]oxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboxamide

CAS Registry Number

Not Available

SMILES

CCC[C@H]1C[C@@H](N(C)C1)C(=O)N[C@H]([C@H](C)Cl)[C@H]1O[C@H]([C@H](O)[C@H](O)[C@@H]1O)[S@](C)=O

InChI Identifier

InChI=1S/C18H33ClN2O6S/c1-5-6-10-7-11(21(3)8-10)17(25)20-12(9(2)19)16-14(23)13(22)15(24)18(27-16)28(4)26/h9-16,18,22-24H,5-8H2,1-4H3,(H,20,25)/t9-,10-,11+,12+,13+,14-,15+,16+,18-,28-/m0/s1

InChI Key

XSLGFIQRVCXUEU-OWWPRLQNSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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 punipalus	Bacteria	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxanes. Oxanes are compounds containing an oxane (tetrahydropyran) ring, which is a six-member saturated aliphatic heterocycle with one oxygen atom and five carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxanes

Sub Class

Not Available

Direct Parent

Oxanes

Alternative Parents

Substituents

N-alkylpyrrolidine
Oxane
Pyrrolidine
Monothioacetal
Tertiary aliphatic amine
Tertiary amine
Sulfoxide
Secondary alcohol
Oxacycle
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Sulfinyl compound
Polyol
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Amine
Alkyl halide
Alkyl chloride
Alcohol
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	1.01	ALOGPS
logP	-0.98	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	12.29	ChemAxon
pKa (Strongest Basic)	6.85	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	119.33 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	107.32 m³·mol⁻¹	ChemAxon
Polarizability	45.15 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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163014196

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Clindamycin sulfoxide (NP0062286)

MOL for NP0062286 (Clindamycin sulfoxide)

3D MOL for NP0062286 (Clindamycin sulfoxide)

3D SDF for NP0062286 (Clindamycin sulfoxide)

3D-SDF for NP0062286 (Clindamycin sulfoxide)

PDB for NP0062286 (Clindamycin sulfoxide)

3D PDB for NP0062286 (Clindamycin sulfoxide)

SMILES for NP0062286 (Clindamycin sulfoxide)

INCHI for NP0062286 (Clindamycin sulfoxide)

Structure for NP0062286 (Clindamycin sulfoxide)

3D Structure for NP0062286 (Clindamycin sulfoxide)