NP-MRD: Showing NP-Card for [(1s,5r,10z,12e,16r)-3-hydroxy-5-methyl-14,17-dimethylidene-11-propyl-7,20-dithia-4,21-diazatricyclo[14.3.1.1⁶,⁹]henicosa-3,6(21),8,10,12-pentaen-1-yl]acetic acid (NP0171636)

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Record Information

Version

2.0

Created at

2022-09-03 08:14:00 UTC

Updated at

2024-09-12 20:40:46 UTC

NP-MRD ID

NP0171636

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(1s,5r,10z,12e,16r)-3-hydroxy-5-methyl-14,17-dimethylidene-11-propyl-7,20-dithia-4,21-diazatricyclo[14.3.1.1⁶,⁹]henicosa-3,6(21),8,10,12-pentaen-1-yl]acetic acid

Description

Based on a literature review very few articles have been published on Weishanmycin A2.

Structure

MOL SDF PDB SMILES InChI

NP0017352
  Mrv2104 05272322313D          

 64 66  0  0  0  0            999 V2000
    0.6171   -4.2165   -0.6011 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7170   -2.8761   -0.6709 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9734   -2.2475   -0.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2867   -0.9471   -0.3871 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5335   -0.2870    0.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6789   -1.1194    0.5628 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4750   -1.8182   -0.5446 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6183   -2.6398    0.0302 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6776    1.0571   -0.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6983    1.9915   -0.4904 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4093    2.2832   -1.8042 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0801    3.3632   -1.8615 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0108    3.3581   -0.1317 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9434    2.6365    0.4578 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0638    4.1204    0.6147 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0622    5.6287    0.4194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3813    3.6548    0.1880 N   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0197    2.6298    0.8545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6338    2.1798    1.9269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3091    2.1774    0.1878 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5047    0.6363    0.0552 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8687    0.4633   -0.6859 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2498   -0.9488   -1.0623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9851   -1.5238   -2.1056 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9949   -1.5637   -0.1229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6119   -0.0169    1.4654 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -2.5136   -3.1068    0.7723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1827   -1.1522   -0.2010 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4314   -2.0418   -1.2335 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1946    0.0617   -1.1477 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2775   -4.7382   -0.9264 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4246   -4.8402   -0.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5417   -0.2852   -0.8198 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3069   -1.8474    1.2944 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3674   -0.4787    1.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8843   -1.0717   -1.2364 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8273   -2.4783   -1.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3143   -2.0068    0.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2418   -3.4176    0.7022 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1762   -3.1273   -0.7755 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6015    1.5058    0.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8721    1.8997   -2.7023 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0537    3.9095    1.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0952    5.9234   -0.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0530    5.9839    0.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6873    6.1561    1.0201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5997    3.7749   -0.7920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1245    2.6041    0.7886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3974    2.6557   -0.7973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8922    1.0499   -1.6163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6856    0.8792   -0.0783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1466   -2.4571   -0.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5265   -0.6161    1.5315 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.8029   -1.4856    2.8037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6149   -0.3322    2.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1575   -3.5001    1.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2676   -3.7881   -0.0320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4374   -0.5626    0.3439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1505   -2.6977   -1.7448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0149   -1.4194   -2.0385 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  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  0  0  0  0
  5  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
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 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
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 21 22  1  6  0  0  0
 22 23  1  0  0  0  0
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 21 26  1  0  0  0  0
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 31  2  1  0  0  0  0
 14 10  1  0  0  0  0
 32 21  1  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
  3 35  1  0  0  0  0
  4 36  1  0  0  0  0
  6 37  1  0  0  0  0
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  8 41  1  0  0  0  0
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  8 43  1  0  0  0  0
  9 44  1  0  0  0  0
 11 45  1  0  0  0  0
 15 46  1  1  0  0  0
 16 47  1  0  0  0  0
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 17 50  1  0  0  0  0
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 22 53  1  0  0  0  0
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 27 59  1  0  0  0  0
 29 60  1  0  0  0  0
 29 61  1  0  0  0  0
 30 62  1  1  0  0  0
 31 63  1  0  0  0  0
 31 64  1  0  0  0  0
M  END

NP0017352
  Mrv2104 05272322313D          

 64 66  0  0  0  0            999 V2000
    0.6171   -4.2165   -0.6011 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7170   -2.8761   -0.6709 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9734   -2.2475   -0.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2867   -0.9471   -0.3871 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5335   -0.2870    0.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6789   -1.1194    0.5628 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4750   -1.8182   -0.5446 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6183   -2.6398    0.0302 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6776    1.0571   -0.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6983    1.9915   -0.4904 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4093    2.2832   -1.8042 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0801    3.3632   -1.8615 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0108    3.3581   -0.1317 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9434    2.6365    0.4578 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0638    4.1204    0.6147 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0622    5.6287    0.4194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3813    3.6548    0.1880 N   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0197    2.6298    0.8545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6338    2.1798    1.9269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3091    2.1774    0.1878 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5047    0.6363    0.0552 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8687    0.4633   -0.6859 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2498   -0.9488   -1.0623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9851   -1.5238   -2.1056 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.0778   -1.8362    0.8044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5136   -3.1068    0.7723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1827   -1.1522   -0.2010 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4314   -2.0418   -1.2335 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1946    0.0617   -1.1477 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2775   -4.7382   -0.9264 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4246   -4.8402   -0.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
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 30 62  1  1  0  0  0
 31 63  1  0  0  0  0
 31 64  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0171636

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C([H])([H])[C@]12S[C@@]([H])(C(=C([H])[H])C([H])([H])C1([H])[H])C([H])([H])C(=C([H])[H])\C([H])=C(/[H])\C(=C([H])/C1=C([H])SC(=N1)[C@]([H])(N([H])C(=O)C2([H])[H])C([H])([H])[H])\C([H])([H])C([H])([H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1/C25H32N2O3S2/c1-5-6-19-8-7-16(2)11-21-17(3)9-10-25(32-21,14-23(29)30)13-22(28)26-18(4)24-27-20(12-19)15-31-24/h7-8,12,15,18,21H,2-3,5-6,9-11,13-14H2,1,4H3,(H,26,28)(H,29,30)/b8-7+,19-12-/t18-,21-,25+/s2

> <INCHI_KEY>
KGMFJDKXPZXPNQ-POHFAQDGNA-N

> <FORMULA>
C25H32N2O3S2

> <MOLECULAR_WEIGHT>
472.66

> <EXACT_MASS>
472.185435246

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
51.65677982785502

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(1S,5R,10Z,12E,16R)-5-methyl-14,17-dimethylidene-3-oxo-11-propyl-7,20-dithia-4,21-diazatricyclo[14.3.1.1^{6,9}]henicosa-6(21),8,10,12-tetraen-1-yl]acetic acid

> <JCHEM_LOGP>
4.492683057

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.91266303623166

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.641619324365095

> <JCHEM_PKA_STRONGEST_BASIC>
1.2514424085450857

> <JCHEM_POLAR_SURFACE_AREA>
79.29

> <JCHEM_REFRACTIVITY>
132.52139999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
[(1S,5R,10Z,12E,16R)-5-methyl-14,17-dimethylidene-3-oxo-11-propyl-7,20-dithia-4,21-diazatricyclo[14.3.1.1^{6,9}]henicosa-6(21),8,10,12-tetraen-1-yl]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-MAY-23   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: NP0017352                                         
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-23         0                                  
HETATM    1  C   UNK     0       0.617  -4.216  -0.601  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.717  -2.876  -0.671  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.973  -2.248  -0.264  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.287  -0.947  -0.387  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.534  -0.287   0.014  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.679  -1.119   0.563  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.475  -1.818  -0.545  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.618  -2.640   0.030  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.678   1.057  -0.051  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.698   1.992  -0.490  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.409   2.283  -1.804  0.00  0.00           C+0
HETATM   12  S   UNK     0       1.080   3.363  -1.861  0.00  0.00           S+0
HETATM   13  C   UNK     0       1.011   3.358  -0.132  0.00  0.00           C+0
HETATM   14  N   UNK     0       1.943   2.636   0.458  0.00  0.00           N+0
HETATM   15  C   UNK     0      -0.064   4.120   0.615  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.062   5.629   0.419  0.00  0.00           C+0
HETATM   17  N   UNK     0      -1.381   3.655   0.188  0.00  0.00           N+0
HETATM   18  C   UNK     0      -2.020   2.630   0.855  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.634   2.180   1.927  0.00  0.00           O+0
HETATM   20  C   UNK     0      -3.309   2.177   0.188  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.505   0.636   0.055  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.869   0.463  -0.686  0.00  0.00           C+0
HETATM   23  C   UNK     0      -5.250  -0.949  -1.062  0.00  0.00           C+0
HETATM   24  O   UNK     0      -4.985  -1.524  -2.106  0.00  0.00           O+0
HETATM   25  O   UNK     0      -5.995  -1.564  -0.123  0.00  0.00           O+0
HETATM   26  C   UNK     0      -3.612  -0.017   1.465  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.477  -0.918   1.923  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.078  -1.836   0.804  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.514  -3.107   0.772  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.183  -1.152  -0.201  0.00  0.00           C+0
HETATM   31  C   UNK     0      -0.431  -2.042  -1.234  0.00  0.00           C+0
HETATM   32  S   UNK     0      -2.195   0.062  -1.148  0.00  0.00           S+0
HETATM   33  H   UNK     0      -0.278  -4.738  -0.926  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.425  -4.840  -0.229  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.704  -2.928   0.168  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.542  -0.285  -0.820  0.00  0.00           H+0
HETATM   37  H   UNK     0       4.307  -1.847   1.294  0.00  0.00           H+0
HETATM   38  H   UNK     0       5.367  -0.479   1.132  0.00  0.00           H+0
HETATM   39  H   UNK     0       5.884  -1.072  -1.236  0.00  0.00           H+0
HETATM   40  H   UNK     0       4.827  -2.478  -1.133  0.00  0.00           H+0
HETATM   41  H   UNK     0       7.314  -2.007   0.590  0.00  0.00           H+0
HETATM   42  H   UNK     0       6.242  -3.418   0.702  0.00  0.00           H+0
HETATM   43  H   UNK     0       7.176  -3.127  -0.776  0.00  0.00           H+0
HETATM   44  H   UNK     0       4.601   1.506   0.304  0.00  0.00           H+0
HETATM   45  H   UNK     0       2.872   1.900  -2.702  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.054   3.910   1.685  0.00  0.00           H+0
HETATM   47  H   UNK     0      -0.095   5.923  -0.624  0.00  0.00           H+0
HETATM   48  H   UNK     0       1.053   5.984   0.724  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.687   6.156   1.020  0.00  0.00           H+0
HETATM   50  H   UNK     0      -1.600   3.775  -0.792  0.00  0.00           H+0
HETATM   51  H   UNK     0      -4.125   2.604   0.789  0.00  0.00           H+0
HETATM   52  H   UNK     0      -3.397   2.656  -0.797  0.00  0.00           H+0
HETATM   53  H   UNK     0      -4.892   1.050  -1.616  0.00  0.00           H+0
HETATM   54  H   UNK     0      -5.686   0.879  -0.078  0.00  0.00           H+0
HETATM   55  H   UNK     0      -6.147  -2.457  -0.499  0.00  0.00           H+0
HETATM   56  H   UNK     0      -4.527  -0.616   1.532  0.00  0.00           H+0
HETATM   57  H   UNK     0      -3.773   0.753   2.232  0.00  0.00           H+0
HETATM   58  H   UNK     0      -2.803  -1.486   2.804  0.00  0.00           H+0
HETATM   59  H   UNK     0      -1.615  -0.332   2.261  0.00  0.00           H+0
HETATM   60  H   UNK     0      -3.158  -3.500   1.553  0.00  0.00           H+0
HETATM   61  H   UNK     0      -2.268  -3.788  -0.032  0.00  0.00           H+0
HETATM   62  H   UNK     0      -0.437  -0.563   0.344  0.00  0.00           H+0
HETATM   63  H   UNK     0      -1.151  -2.698  -1.745  0.00  0.00           H+0
HETATM   64  H   UNK     0      -0.015  -1.419  -2.038  0.00  0.00           H+0
CONECT    1    2   33   34                                                  
CONECT    2    1    3   31                                                  
CONECT    3    2    4   35                                                  
CONECT    4    3    5   36                                                  
CONECT    5    4    6    9                                                  
CONECT    6    5    7   37   38                                             
CONECT    7    6    8   39   40                                             
CONECT    8    7   41   42   43                                             
CONECT    9    5   10   44                                                  
CONECT   10    9   11   14                                                  
CONECT   11   10   12   45                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13   10                                                       
CONECT   15   13   16   17   46                                             
CONECT   16   15   47   48   49                                             
CONECT   17   15   18   50                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   51   52                                             
CONECT   21   20   22   26   32                                             
CONECT   22   21   23   53   54                                             
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   55                                                       
CONECT   26   21   27   56   57                                             
CONECT   27   26   28   58   59                                             
CONECT   28   27   29   30                                                  
CONECT   29   28   60   61                                                  
CONECT   30   28   31   32   62                                             
CONECT   31   30    2   63   64                                             
CONECT   32   30   21                                                       
CONECT   33    1                                                            
CONECT   34    1                                                            
CONECT   35    3                                                            
CONECT   36    4                                                            
CONECT   37    6                                                            
CONECT   38    6                                                            
CONECT   39    7                                                            
CONECT   40    7                                                            
CONECT   41    8                                                            
CONECT   42    8                                                            
CONECT   43    8                                                            
CONECT   44    9                                                            
CONECT   45   11                                                            
CONECT   46   15                                                            
CONECT   47   16                                                            
CONECT   48   16                                                            
CONECT   49   16                                                            
CONECT   50   17                                                            
CONECT   51   20                                                            
CONECT   52   20                                                            
CONECT   53   22                                                            
CONECT   54   22                                                            
CONECT   55   25                                                            
CONECT   56   26                                                            
CONECT   57   26                                                            
CONECT   58   27                                                            
CONECT   59   27                                                            
CONECT   60   29                                                            
CONECT   61   29                                                            
CONECT   62   30                                                            
CONECT   63   31                                                            
CONECT   64   31                                                            
MASTER        0    0    0    0    0    0    0    0   64    0  132    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₃₂N₂O₃S₂

Average Mass

472.6600 Da

Monoisotopic Mass

472.18544 Da

IUPAC Name

2-[(1S,5R,10Z,12E,16R)-5-methyl-14,17-dimethylidene-3-oxo-11-propyl-7,20-dithia-4,21-diazatricyclo[14.3.1.1^{6,9}]henicosa-6(21),8,10,12-tetraen-1-yl]acetic acid

Traditional Name

[(1S,5R,10Z,12E,16R)-5-methyl-14,17-dimethylidene-3-oxo-11-propyl-7,20-dithia-4,21-diazatricyclo[14.3.1.1^{6,9}]henicosa-6(21),8,10,12-tetraen-1-yl]acetic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)C([H])([H])[C@]12S[C@@]([H])(C(=C([H])[H])C([H])([H])C1([H])[H])C([H])([H])C(=C([H])[H])\C([H])=C(/[H])\C(=C([H])/C1=C([H])SC(=N1)[C@]([H])(N([H])C(=O)C2([H])[H])C([H])([H])[H])\C([H])([H])C([H])([H])C([H])([H])[H]

InChI Identifier

InChI=1/C25H32N2O3S2/c1-5-6-19-8-7-16(2)11-21-17(3)9-10-25(32-21,14-23(29)30)13-22(28)26-18(4)24-27-20(12-19)15-31-24/h7-8,12,15,18,21H,2-3,5-6,9-11,13-14H2,1,4H3,(H,26,28)(H,29,30)/b8-7+,19-12-/t18-,21-,25+/s2

InChI Key

KGMFJDKXPZXPNQ-POHFAQDGNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as macrolactams. These are cyclic amides of amino carboxylic acids, having a 1-azacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. They are nitrogen analogues (the a nitrogen atom replacing the o atom of the cyclic carboxylic acid group ) of the naturally occurring macrolides.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolactams

Sub Class

Not Available

Direct Parent

Macrolactams

Alternative Parents

Substituents

Macrolactam
Thiane
Heteroaromatic compound
Thiazole
Azole
Secondary carboxylic acid amide
Lactam
Carboxamide group
Azacycle
Organoheterocyclic compound
Dialkylthioether
Thioether
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	4.49	ChemAxon
pKa (Strongest Acidic)	4.64	ChemAxon
pKa (Strongest Basic)	1.25	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	79.29 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	132.52 m³·mol⁻¹	ChemAxon
Polarizability	51.66 Å³	ChemAxon
Number of Rings	3	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(1s,5r,10z,12e,16r)-3-hydroxy-5-methyl-14,17-dimethylidene-11-propyl-7,20-dithia-4,21-diazatricyclo[14.3.1.1⁶,⁹]henicosa-3,6(21),8,10,12-pentaen-1-yl]acetic acid (NP0171636)

MOL for NP0171636 ([(1s,5r,10z,12e,16r)-3-hydroxy-5-methyl-14,17-dimethylidene-11-propyl-7,20-dithia-4,21-diazatricyclo[14.3.1.1⁶,⁹]henicosa-3,6(21),8,10,12-pentaen-1-yl]acetic acid)

3D MOL for NP0171636 ([(1s,5r,10z,12e,16r)-3-hydroxy-5-methyl-14,17-dimethylidene-11-propyl-7,20-dithia-4,21-diazatricyclo[14.3.1.1⁶,⁹]henicosa-3,6(21),8,10,12-pentaen-1-yl]acetic acid)

3D SDF for NP0171636 ([(1s,5r,10z,12e,16r)-3-hydroxy-5-methyl-14,17-dimethylidene-11-propyl-7,20-dithia-4,21-diazatricyclo[14.3.1.1⁶,⁹]henicosa-3,6(21),8,10,12-pentaen-1-yl]acetic acid)

3D-SDF for NP0171636 ([(1s,5r,10z,12e,16r)-3-hydroxy-5-methyl-14,17-dimethylidene-11-propyl-7,20-dithia-4,21-diazatricyclo[14.3.1.1⁶,⁹]henicosa-3,6(21),8,10,12-pentaen-1-yl]acetic acid)

PDB for NP0171636 ([(1s,5r,10z,12e,16r)-3-hydroxy-5-methyl-14,17-dimethylidene-11-propyl-7,20-dithia-4,21-diazatricyclo[14.3.1.1⁶,⁹]henicosa-3,6(21),8,10,12-pentaen-1-yl]acetic acid)

3D PDB for NP0171636 ([(1s,5r,10z,12e,16r)-3-hydroxy-5-methyl-14,17-dimethylidene-11-propyl-7,20-dithia-4,21-diazatricyclo[14.3.1.1⁶,⁹]henicosa-3,6(21),8,10,12-pentaen-1-yl]acetic acid)

SMILES for NP0171636 ([(1s,5r,10z,12e,16r)-3-hydroxy-5-methyl-14,17-dimethylidene-11-propyl-7,20-dithia-4,21-diazatricyclo[14.3.1.1⁶,⁹]henicosa-3,6(21),8,10,12-pentaen-1-yl]acetic acid)

INCHI for NP0171636 ([(1s,5r,10z,12e,16r)-3-hydroxy-5-methyl-14,17-dimethylidene-11-propyl-7,20-dithia-4,21-diazatricyclo[14.3.1.1⁶,⁹]henicosa-3,6(21),8,10,12-pentaen-1-yl]acetic acid)

Structure for NP0171636 ([(1s,5r,10z,12e,16r)-3-hydroxy-5-methyl-14,17-dimethylidene-11-propyl-7,20-dithia-4,21-diazatricyclo[14.3.1.1⁶,⁹]henicosa-3,6(21),8,10,12-pentaen-1-yl]acetic acid)

3D Structure for NP0171636 ([(1s,5r,10z,12e,16r)-3-hydroxy-5-methyl-14,17-dimethylidene-11-propyl-7,20-dithia-4,21-diazatricyclo[14.3.1.1⁶,⁹]henicosa-3,6(21),8,10,12-pentaen-1-yl]acetic acid)