NP-MRD: Showing NP-Card for 7-chloro-4-(dimethylamino)-3,10,11,12a-tetrahydroxy-1,12-dioxo-4a,5,11,11a-tetrahydro-4h-tetracene-2-carboximidic acid (NP0286533)

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Record Information

Version

2.0

Created at

2022-09-09 15:09:10 UTC

Updated at

2022-09-09 15:09:10 UTC

NP-MRD ID

NP0286533

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-chloro-4-(dimethylamino)-3,10,11,12a-tetrahydroxy-1,12-dioxo-4a,5,11,11a-tetrahydro-4h-tetracene-2-carboximidic acid

Description

7-Chloro-4-(dimethylamino)-3,10,11,12a-tetrahydroxy-1,12-dioxo-1,4,4a,5,11,11a,12,12a-octahydrotetracene-2-carboximidic acid belongs to the class of organic compounds known as tetracyclines. These are polyketides having an octahydrotetracene-2-carboxamide skeleton, substituted with many hydroxy and other groups. 7-chloro-4-(dimethylamino)-3,10,11,12a-tetrahydroxy-1,12-dioxo-4a,5,11,11a-tetrahydro-4h-tetracene-2-carboximidic acid is found in Kitasatospora aureofaciens. 7-Chloro-4-(dimethylamino)-3,10,11,12a-tetrahydroxy-1,12-dioxo-1,4,4a,5,11,11a,12,12a-octahydrotetracene-2-carboximidic acid is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241518052D          

 31 34  0  0  0  0            999 V2000
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   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
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
  9 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
  7 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
  5 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
  4 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
M  END

     RDKit          3D

 52 55  0  0  0  0  0  0  0  0999 V2000
   -1.4858   -2.9630    0.1187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4577   -1.9339    0.0675 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2637   -2.0738    1.3024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0441   -0.5806    0.0186 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3503    0.1903    0.0420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5907   -0.4422    0.1576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2643    1.5026   -0.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4821    2.3036   -0.0153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3918    3.7174   -0.0976 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5972    1.7344    0.0914 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9473    2.0878   -0.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6675    3.1476    0.3862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9474    1.3721   -1.0050 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0416    1.9716   -2.2856 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3786    1.6932   -0.5135 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5347    2.6615    0.1970 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6153    0.9000   -0.8222 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2224   -0.5026   -0.8551 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9484   -1.4673   -0.3489 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1912   -1.1878    0.3627 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9746   -2.2244    0.8728 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4322   -3.8727    0.6807 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.1603   -1.9455    1.5190 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5516   -0.6385    1.6496 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7711    0.3743    1.1431 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1661    1.7133    1.2732 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5548    0.1342    0.4778 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7640    1.2758   -0.0077 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6370    2.1366   -0.7072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0616   -0.8168   -1.5810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2608   -0.0974   -1.1363 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5077   -3.5456   -0.8437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5031   -2.6731    0.4698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7984   -3.7820    0.8590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7791   -2.8257    2.0014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2516   -2.5166    1.1009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2688   -1.1478    1.9018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5059   -0.2554    0.9469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1553   -0.7119   -0.6264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6538    4.2477    0.7743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0826    4.1610   -0.9794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9724    1.2318   -2.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8566    1.2598   -1.8976 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6437   -2.5244   -0.4556 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7986   -2.7218    1.9297 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4715   -0.3602    2.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0359    1.9275    1.7458 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4559    1.8774    0.8974 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1471    2.6789   -1.3686 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1582   -0.4200   -2.6325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1473   -1.8992   -1.7670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9896   -0.1705   -2.0220 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4 31  1  0
 31 30  1  0
 30 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 27 28  1  0
 28 29  1  0
 28 17  1  0
 17 15  1  0
 15 16  2  0
 15 13  1  0
 13 14  1  6
 13 11  1  0
 11 12  2  0
 11  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  7  5  2  0
  5  6  1  0
  5  4  1  0
 13 31  1  0
 17 18  1  0
 27 20  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  1
 31 52  1  6
 30 50  1  0
 30 51  1  0
 19 44  1  0
 23 45  1  0
 24 46  1  0
 26 47  1  0
 28 48  1  1
 29 49  1  0
 17 43  1  6
 14 42  1  0
  9 40  1  0
  9 41  1  0
  6 39  1  0
M  END


  Mrv1533004241518052D          

 31 34  0  0  0  0            999 V2000
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   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
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
  9 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
  7 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
  5 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
  4 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0286533

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN(C)C1C2CC3=CC4=C(Cl)C=CC(O)=C4C(O)C3C(=O)C2(O)C(=O)C(C(N)=O)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C21H21ClN2O7/c1-24(2)15-9-6-7-5-8-10(22)3-4-11(25)13(8)16(26)12(7)18(28)21(9,31)19(29)14(17(15)27)20(23)30/h3-5,9,12,15-16,25-27,31H,6H2,1-2H3,(H2,23,30)

> <INCHI_KEY>
FHVIQBPJQOGJSF-UHFFFAOYSA-N

> <FORMULA>
C21H21ClN2O7

> <MOLECULAR_WEIGHT>
448.86

> <EXACT_MASS>
448.1037287

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
43.543850068664554

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7-chloro-4-(dimethylamino)-3,10,11,12a-tetrahydroxy-1,12-dioxo-1,4,4a,5,11,11a,12,12a-octahydrotetracene-2-carboxamide

> <ALOGPS_LOGP>
0.17

> <JCHEM_LOGP>
-2.769650846380638

> <ALOGPS_LOGS>
-2.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.84838570976891

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.6946074816732195

> <JCHEM_PKA_STRONGEST_BASIC>
8.154557270716197

> <JCHEM_POLAR_SURFACE_AREA>
161.39000000000001

> <JCHEM_REFRACTIVITY>
112.26639999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.05e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-chloro-4-(dimethylamino)-3,10,11,12a-tetrahydroxy-1,12-dioxo-4a,5,11,11a-tetrahydro-4H-tetracene-2-carboxamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       5.335  -3.080   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.337  -4.620   0.000  0.00  0.00           C+0
HETATM   11 Cl   UNK     0      13.337  -3.080   0.000  0.00  0.00          Cl+0
HETATM   12  C   UNK     0      14.670  -5.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.670  -6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      13.337  -9.240   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      10.669  -9.240   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       8.002  -9.240   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       6.668  -8.470   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.335  -9.240   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       2.667  -9.240   0.000  0.00  0.00           O+0
HETATM   31  N   UNK     0       1.334  -6.930   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   27                                                  
CONECT    5    4    6   22                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   19                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   16                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14    9   17                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17    7   20                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20    5   23   24                                             
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   29                                                  
CONECT   27   26    4   28                                                  
CONECT   28   27                                                            
CONECT   29   26   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

View in JSmol

Synonyms

Value	Source
7-Chloro-4-(dimethylamino)-3,10,11,12a-tetrahydroxy-1,12-dioxo-1,4,4a,5,11,11a,12,12a-octahydrotetracene-2-carboximidate	Generator

Chemical Formula

C₂₁H₂₁ClN₂O₇

Average Mass

448.8600 Da

Monoisotopic Mass

448.10373 Da

IUPAC Name

7-chloro-4-(dimethylamino)-3,10,11,12a-tetrahydroxy-1,12-dioxo-1,4,4a,5,11,11a,12,12a-octahydrotetracene-2-carboxamide

Traditional Name

7-chloro-4-(dimethylamino)-3,10,11,12a-tetrahydroxy-1,12-dioxo-4a,5,11,11a-tetrahydro-4H-tetracene-2-carboxamide

CAS Registry Number

Not Available

SMILES

CN(C)C1C2CC3=CC4=C(Cl)C=CC(O)=C4C(O)C3C(=O)C2(O)C(=O)C(C(N)=O)=C1O

InChI Identifier

InChI=1S/C21H21ClN2O7/c1-24(2)15-9-6-7-5-8-10(22)3-4-11(25)13(8)16(26)12(7)18(28)21(9,31)19(29)14(17(15)27)20(23)30/h3-5,9,12,15-16,25-27,31H,6H2,1-2H3,(H2,23,30)

InChI Key

FHVIQBPJQOGJSF-UHFFFAOYSA-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
Kitasatospora aureofaciens	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetracyclines. These are polyketides having an octahydrotetracene-2-carboxamide skeleton, substituted with many hydroxy and other groups.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tetracyclines

Sub Class

Not Available

Direct Parent

Tetracyclines

Alternative Parents

Substituents

Tetracycline
Naphthalene
1-hydroxy-2-unsubstituted benzenoid
Cyclohexenone
Aryl chloride
Aryl halide
Benzenoid
Cyclic alcohol
Vinylogous acid
Tertiary alcohol
Ketone
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
Carboximidic acid
Carboximidic acid derivative
Enol
Polyol
Organohalogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Amine
Alcohol
Carbonyl group
Organic oxygen compound
Organochloride
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	0.17	ALOGPS
logP	-2.8	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	2.69	ChemAxon
pKa (Strongest Basic)	8.15	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	161.39 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	112.27 m³·mol⁻¹	ChemAxon
Polarizability	43.54 Å³	ChemAxon
Number of Rings	4	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 7-chloro-4-(dimethylamino)-3,10,11,12a-tetrahydroxy-1,12-dioxo-4a,5,11,11a-tetrahydro-4h-tetracene-2-carboximidic acid (NP0286533)

MOL for NP0286533 (7-chloro-4-(dimethylamino)-3,10,11,12a-tetrahydroxy-1,12-dioxo-4a,5,11,11a-tetrahydro-4h-tetracene-2-carboximidic acid)

3D MOL for NP0286533 (7-chloro-4-(dimethylamino)-3,10,11,12a-tetrahydroxy-1,12-dioxo-4a,5,11,11a-tetrahydro-4h-tetracene-2-carboximidic acid)

3D SDF for NP0286533 (7-chloro-4-(dimethylamino)-3,10,11,12a-tetrahydroxy-1,12-dioxo-4a,5,11,11a-tetrahydro-4h-tetracene-2-carboximidic acid)

3D-SDF for NP0286533 (7-chloro-4-(dimethylamino)-3,10,11,12a-tetrahydroxy-1,12-dioxo-4a,5,11,11a-tetrahydro-4h-tetracene-2-carboximidic acid)

PDB for NP0286533 (7-chloro-4-(dimethylamino)-3,10,11,12a-tetrahydroxy-1,12-dioxo-4a,5,11,11a-tetrahydro-4h-tetracene-2-carboximidic acid)

3D PDB for NP0286533 (7-chloro-4-(dimethylamino)-3,10,11,12a-tetrahydroxy-1,12-dioxo-4a,5,11,11a-tetrahydro-4h-tetracene-2-carboximidic acid)

SMILES for NP0286533 (7-chloro-4-(dimethylamino)-3,10,11,12a-tetrahydroxy-1,12-dioxo-4a,5,11,11a-tetrahydro-4h-tetracene-2-carboximidic acid)

INCHI for NP0286533 (7-chloro-4-(dimethylamino)-3,10,11,12a-tetrahydroxy-1,12-dioxo-4a,5,11,11a-tetrahydro-4h-tetracene-2-carboximidic acid)

Structure for NP0286533 (7-chloro-4-(dimethylamino)-3,10,11,12a-tetrahydroxy-1,12-dioxo-4a,5,11,11a-tetrahydro-4h-tetracene-2-carboximidic acid)

3D Structure for NP0286533 (7-chloro-4-(dimethylamino)-3,10,11,12a-tetrahydroxy-1,12-dioxo-4a,5,11,11a-tetrahydro-4h-tetracene-2-carboximidic acid)