Np mrd loader

Showing NP-Card for Cytidine monophosphate N-acetylneuraminic acid (NP0334082)

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Record Information
Version2.0
Created at2024-09-09 22:06:10 UTC
Updated at2024-09-09 22:06:10 UTC
NP-MRD IDNP0334082
Secondary Accession NumbersNone
Natural Product Identification
Common NameCytidine monophosphate N-acetylneuraminic acid
DescriptionA nucleoside monophosphate sugar which donates N-acetylneuraminic acid to the terminal sugar of a ganglioside or glycoprotein. [HMDB]
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0334082 (Cytidine monophosphate N-acetylneuraminic acid)


  Mrv2104 05252300382D          

 50 52  0  0  1  0            999 V2000
    3.4428    3.2794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6363   -5.5478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1212   -4.8804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0158    0.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3190    1.8686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8391   -2.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5861    2.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8726    0.8420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6871    1.3383    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8391   -3.0296    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9719   -6.3015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5046    1.3723    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9118    1.6204    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5066   -3.5145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2516   -4.2992    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2798    1.0901    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4266   -4.2992    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4231   -0.7829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2773   -5.7203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7911   -0.2526    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4869   -6.9689    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3613    2.1848    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7923   -6.3877    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9417   -4.9666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0943    1.5864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9541    1.9366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0973    1.1242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8303    0.5258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7685    2.4329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2912   -3.2596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7365   -4.9666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1983   -0.5008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2798   -1.5954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0977   -5.8065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7286   -0.9671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5536   -0.1421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5536   -1.7921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1717   -3.5145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4231    0.2777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3786   -0.9671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5536   -0.9671    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.2406    0.3117    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5438    2.1507    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1040   -2.6551    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1366    1.9026    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0551    0.8080    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6356   -2.6997    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8771   -5.0342    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6478    0.5598    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6118   -4.1701    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  1  0  0  0  0
  2  3  2  0  0  0  0
  2 11  1  0  0  0  0
  3 24  1  0  0  0  0
  4  8  1  0  0  0  0
 20  4  1  0  0  0  0
  9  5  1  0  0  0  0
  5 25  1  0  0  0  0
 10  6  1  6  0  0  0
  6 37  1  0  0  0  0
  7 22  2  0  0  0  0
  7 26  1  0  0  0  0
  8 42  1  0  0  0  0
 12  8  1  0  0  0  0
  8 27  1  0  0  0  0
  9 43  1  6  0  0  0
 13  9  1  0  0  0  0
  9 28  1  0  0  0  0
 10 44  1  1  0  0  0
 14 10  1  0  0  0  0
 10 38  1  0  0  0  0
 11 21  2  0  0  0  0
 11 23  1  0  0  0  0
 12 45  1  6  0  0  0
 16 12  1  0  0  0  0
 12 22  1  0  0  0  0
 13 46  1  1  0  0  0
 13 16  1  0  0  0  0
 13 29  1  0  0  0  0
 14 47  1  6  0  0  0
 14 15  1  0  0  0  0
 14 30  1  1  0  0  0
 15 48  1  6  0  0  0
 15 17  1  0  0  0  0
 15 31  1  1  0  0  0
 16 49  1  1  0  0  0
 16 39  1  0  0  0  0
 17 50  1  1  0  0  0
 17 24  1  6  0  0  0
 17 38  1  0  0  0  0
 20 18  1  1  0  0  0
 18 32  2  0  0  0  0
 18 33  1  0  0  0  0
 19 23  2  0  0  0  0
 19 24  1  0  0  0  0
 19 34  1  0  0  0  0
 20 39  1  0  0  0  0
 20 40  1  6  0  0  0
 35 41  1  0  0  0  0
 36 41  2  0  0  0  0
 37 41  1  0  0  0  0
 40 41  1  0  0  0  0
M  END
Download

3D MOL for NP0334082 (Cytidine monophosphate N-acetylneuraminic acid)

Download
3D SDF for NP0334082 (Cytidine monophosphate N-acetylneuraminic acid)

  Mrv2104 05252300382D          

 50 52  0  0  1  0            999 V2000
    3.4428    3.2794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6363   -5.5478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1212   -4.8804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0158    0.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3190    1.8686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8391   -2.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5861    2.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8726    0.8420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6871    1.3383    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8391   -3.0296    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9719   -6.3015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5046    1.3723    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9118    1.6204    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5066   -3.5145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2516   -4.2992    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2798    1.0901    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4266   -4.2992    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4231   -0.7829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2773   -5.7203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7911   -0.2526    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4869   -6.9689    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3613    2.1848    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7923   -6.3877    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9417   -4.9666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0943    1.5864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9541    1.9366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0973    1.1242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8303    0.5258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7685    2.4329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2912   -3.2596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7365   -4.9666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1983   -0.5008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2798   -1.5954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0977   -5.8065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7286   -0.9671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5536   -0.1421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5536   -1.7921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1717   -3.5145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4231    0.2777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3786   -0.9671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5536   -0.9671    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.2406    0.3117    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5438    2.1507    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1040   -2.6551    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1366    1.9026    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0551    0.8080    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6356   -2.6997    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8771   -5.0342    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6478    0.5598    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6118   -4.1701    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  1  0  0  0  0
  2  3  2  0  0  0  0
  2 11  1  0  0  0  0
  3 24  1  0  0  0  0
  4  8  1  0  0  0  0
 20  4  1  0  0  0  0
  9  5  1  0  0  0  0
  5 25  1  0  0  0  0
 10  6  1  6  0  0  0
  6 37  1  0  0  0  0
  7 22  2  0  0  0  0
  7 26  1  0  0  0  0
  8 42  1  0  0  0  0
 12  8  1  0  0  0  0
  8 27  1  0  0  0  0
  9 43  1  6  0  0  0
 13  9  1  0  0  0  0
  9 28  1  0  0  0  0
 10 44  1  1  0  0  0
 14 10  1  0  0  0  0
 10 38  1  0  0  0  0
 11 21  2  0  0  0  0
 11 23  1  0  0  0  0
 12 45  1  6  0  0  0
 16 12  1  0  0  0  0
 12 22  1  0  0  0  0
 13 46  1  1  0  0  0
 13 16  1  0  0  0  0
 13 29  1  0  0  0  0
 14 47  1  6  0  0  0
 14 15  1  0  0  0  0
 14 30  1  1  0  0  0
 15 48  1  6  0  0  0
 15 17  1  0  0  0  0
 15 31  1  1  0  0  0
 16 49  1  1  0  0  0
 16 39  1  0  0  0  0
 17 50  1  1  0  0  0
 17 24  1  6  0  0  0
 17 38  1  0  0  0  0
 20 18  1  1  0  0  0
 18 32  2  0  0  0  0
 18 33  1  0  0  0  0
 19 23  2  0  0  0  0
 19 24  1  0  0  0  0
 19 34  1  0  0  0  0
 20 39  1  0  0  0  0
 20 40  1  6  0  0  0
 35 41  1  0  0  0  0
 36 41  2  0  0  0  0
 37 41  1  0  0  0  0
 40 41  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0334082

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@](O)(CO)[C@@]([H])(O)[C@]1([H])O[C@@](CC([H])(O)[C@@]1([H])\N=C(\C)O)(OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=CC(=N)N=C2O)[C@]([H])(O)[C@]1([H])O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H31N4O16P/c1-7(26)22-12-8(27)4-20(18(32)33,39-16(12)13(29)9(28)5-25)40-41(35,36)37-6-10-14(30)15(31)17(38-10)24-3-2-11(21)23-19(24)34/h2-3,8-10,12-17,25,27-31H,4-6H2,1H3,(H,22,26)(H,32,33)(H,35,36)(H2,21,23,34)/t8?,9-,10-,12-,13-,14-,15-,16-,17-,20+/m1/s1

> <INCHI_KEY>
TXCIAUNLDRJGJZ-FEXKKMKSSA-N

> <FORMULA>
C20H31N4O16P

> <MOLECULAR_WEIGHT>
614.454

> <EXACT_MASS>
614.147267932

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
54.059197494069366

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
11

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,5R,6R)-2-[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(2-hydroxy-4-imino-1,4-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]-4-hydroxy-5-[(Z)-(1-hydroxyethylidene)amino]-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid

> <JCHEM_LOGP>
-4.337163477638757

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
2.836103116250152

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.3327038358529333

> <JCHEM_PKA_STRONGEST_BASIC>
3.435408967053443

> <JCHEM_POLAR_SURFACE_AREA>
325.17

> <JCHEM_REFRACTIVITY>
137.35429999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S,5R,6R)-2-({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(2-hydroxy-4-iminopyrimidin-1-yl)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy)-4-hydroxy-5-[(Z)-(1-hydroxyethylidene)amino]-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0334082 (Cytidine monophosphate N-acetylneuraminic acid)
Download
PDB for NP0334082 (Cytidine monophosphate N-acetylneuraminic acid)
HEADER    PROTEIN                                 25-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-MAY-23         0                                  
HETATM    1  C   UNK     0       6.427   6.122   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.188 -10.356   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.093  -9.110   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.496   0.055   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.662   3.488   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.300  -4.115   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.694   4.605   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.229   1.572   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.482   2.498   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.300  -5.655   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.814 -11.763   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.409   2.562   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.035   3.025   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.546  -6.560   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.070  -8.025   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.856   2.035   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.530  -8.025   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.123  -1.461   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.251 -10.678   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.943  -0.472   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       0.909 -13.009   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0       8.141   4.078   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0       3.346 -11.924   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0       3.625  -9.271   0.000  0.00  0.00           N+0
HETATM   25  O   UNK     0      15.109   2.961   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       5.514   3.615   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       5.782   2.098   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      12.750   0.981   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      10.768   4.541   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       8.010  -6.085   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       6.975  -9.271   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      11.570  -0.935   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       9.856  -2.978   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       5.782 -10.839   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       5.093  -1.805   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       6.633  -0.265   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       6.633  -3.345   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       4.054  -6.560   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      10.123   0.518   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       8.173  -1.805   0.000  0.00  0.00           O+0
HETATM   41  P   UNK     0       6.633  -1.805   0.000  0.00  0.00           P+0
HETATM   42  H   UNK     0       6.049   0.582   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0      12.215   4.015   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0       3.928  -4.956   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0       9.588   3.552   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0      11.303   1.508   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0       6.786  -5.039   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0       5.371  -9.397   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0       8.676   1.045   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0       3.009  -7.784   0.000  0.00  0.00           H+0
CONECT    1    7                                                            
CONECT    2    3   11                                                       
CONECT    3    2   24                                                       
CONECT    4    8   20                                                       
CONECT    5    9   25                                                       
CONECT    6   10   37                                                       
CONECT    7    1   22   26                                                  
CONECT    8    4   42   12   27                                             
CONECT    9    5   43   13   28                                             
CONECT   10    6   44   14   38                                             
CONECT   11    2   21   23                                                  
CONECT   12    8   45   16   22                                             
CONECT   13    9   46   16   29                                             
CONECT   14   10   47   15   30                                             
CONECT   15   14   48   17   31                                             
CONECT   16   12   13   49   39                                             
CONECT   17   15   50   24   38                                             
CONECT   18   20   32   33                                                  
CONECT   19   23   24   34                                                  
CONECT   20    4   18   39   40                                             
CONECT   21   11                                                            
CONECT   22    7   12                                                       
CONECT   23   11   19                                                       
CONECT   24    3   17   19                                                  
CONECT   25    5                                                            
CONECT   26    7                                                            
CONECT   27    8                                                            
CONECT   28    9                                                            
CONECT   29   13                                                            
CONECT   30   14                                                            
CONECT   31   15                                                            
CONECT   32   18                                                            
CONECT   33   18                                                            
CONECT   34   19                                                            
CONECT   35   41                                                            
CONECT   36   41                                                            
CONECT   37    6   41                                                       
CONECT   38   10   17                                                       
CONECT   39   16   20                                                       
CONECT   40   20   41                                                       
CONECT   41   35   36   37   40                                             
CONECT   42    8                                                            
CONECT   43    9                                                            
CONECT   44   10                                                            
CONECT   45   12                                                            
CONECT   46   13                                                            
CONECT   47   14                                                            
CONECT   48   15                                                            
CONECT   49   16                                                            
CONECT   50   17                                                            
MASTER        0    0    0    0    0    0    0    0   50    0  104    0
END

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3D PDB for NP0334082 (Cytidine monophosphate N-acetylneuraminic acid)
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SMILES for NP0334082 (Cytidine monophosphate N-acetylneuraminic acid)
[H][C@@](O)(CO)[C@@]([H])(O)[C@]1([H])O[C@@](CC([H])(O)[C@@]1([H])\N=C(\C)O)(OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=CC(=N)N=C2O)[C@]([H])(O)[C@]1([H])O)C(O)=O
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INCHI for NP0334082 (Cytidine monophosphate N-acetylneuraminic acid)
InChI=1S/C20H31N4O16P/c1-7(26)22-12-8(27)4-20(18(32)33,39-16(12)13(29)9(28)5-25)40-41(35,36)37-6-10-14(30)15(31)17(38-10)24-3-2-11(21)23-19(24)34/h2-3,8-10,12-17,25,27-31H,4-6H2,1H3,(H,22,26)(H,32,33)(H,35,36)(H2,21,23,34)/t8?,9-,10-,12-,13-,14-,15-,16-,17-,20+/m1/s1
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View in JSmol
Synonyms
ValueSource
Cytidine monophosphate N-acetylneuraminateGenerator
Cytidine monophosphoric acid N-acetylneuraminic acidGenerator
Chemical FormulaC20H31N4O16P
Average Mass614.4540 Da
Monoisotopic Mass614.14727 Da
IUPAC Name(2S,5R,6R)-2-[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(2-hydroxy-4-imino-1,4-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]-4-hydroxy-5-[(Z)-(1-hydroxyethylidene)amino]-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
Traditional Name(2S,5R,6R)-2-({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(2-hydroxy-4-iminopyrimidin-1-yl)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy)-4-hydroxy-5-[(Z)-(1-hydroxyethylidene)amino]-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
CAS Registry NumberNot Available
SMILES
[H][C@@](O)(CO)[C@@]([H])(O)[C@]1([H])O[C@@](CC([H])(O)[C@@]1([H])\N=C(\C)O)(OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=CC(=N)N=C2O)[C@]([H])(O)[C@]1([H])O)C(O)=O
InChI Identifier
InChI=1S/C20H31N4O16P/c1-7(26)22-12-8(27)4-20(18(32)33,39-16(12)13(29)9(28)5-25)40-41(35,36)37-6-10-14(30)15(31)17(38-10)24-3-2-11(21)23-19(24)34/h2-3,8-10,12-17,25,27-31H,4-6H2,1H3,(H,22,26)(H,32,33)(H,35,36)(H2,21,23,34)/t8?,9-,10-,12-,13-,14-,15-,16-,17-,20+/m1/s1
InChI KeyTXCIAUNLDRJGJZ-FEXKKMKSSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pyrimidine ribonucleoside monophosphates. These are pyrimidine ribobucleotides with monophosphate group  linked to the ribose moiety.
KingdomOrganic compounds  
Super ClassNucleosides, nucleotides, and analogues  
ClassPyrimidine nucleotides  
Sub ClassPyrimidine ribonucleotides  
Direct ParentPyrimidine ribonucleoside monophosphates  
Alternative Parents
Substituents
  • Pyrimidine ribonucleoside monophosphate
    • 

  • Pentose-5-phosphate
    • 

  • Pentose phosphate
    • 

  • C-glucuronide
    • 

  • Hydroxypyrimidine
    • 

  • Dialkyl phosphate
    • 

  • Short-chain hydroxy acid
    • 

  • Alkyl phosphate
    • 

  • Pyrimidine
    • 

  • Pyran
    • 

  • Phosphoric acid ester
    • 

  • Oxane
    • 

  • Organic phosphoric acid derivative
    • 

  • Monosaccharide
    • 

  • Heteroaromatic compound
    • 

  • Tetrahydrofuran
    • 

  • Secondary alcohol
    • 

  • Oxacycle
    • 

  • Azacycle
    • 

  • Organoheterocyclic compound
    • 

  • Organic 1,3-dipolar compound
    • 

  • Propargyl-type 1,3-dipolar organic compound
    • 

  • Carboximidamide
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid
    • 

  • Carboxylic acid derivative
    • 

  • Carboximidic acid
    • 

  • Organic nitrogen compound
    • 

  • Organic oxygen compound
    • 

  • Organopnictogen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Alcohol
    • 

  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
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-4.3ChemAxon
pKa (Strongest Acidic)1.33ChemAxon
pKa (Strongest Basic)3.44ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count18ChemAxon
Hydrogen Donor Count11ChemAxon
Polar Surface Area325.17 ŲChemAxon
Rotatable Bond Count11ChemAxon
Refractivity137.35 m³·mol⁻¹ChemAxon
Polarizability54.06 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Boelaars K, Goossens-Kruijssen L, Wang D, de Winde CM, Rodriguez E, Lindijer D, Springer B, van der Haar Avila I, de Haas A, Wehry L, Boon L, Mebius RE, van Montfoort N, Wuhrer M, den Haan JMM, van Vliet SJ, van Kooyk Y: Unraveling the impact of sialic acids on the immune landscape and immunotherapy efficacy in pancreatic cancer. J Immunother Cancer. 2023 Nov;11(11):e007805. doi: 10.1136/jitc-2023-007805. [PubMed:37940346  ]