NP-MRD: Showing NP-Card for (4s,6s,12as)-7-chloro-4-(dimethylamino)-3,6,10,11,12a-pentahydroxy-1,12-dioxo-4a,5,5a,6-tetrahydro-4h-tetracene-2-carboximidic acid (NP0157708)

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Record Information

Version

2.0

Created at

2022-09-02 15:09:24 UTC

Updated at

2022-09-02 15:09:24 UTC

NP-MRD ID

NP0157708

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(4s,6s,12as)-7-chloro-4-(dimethylamino)-3,6,10,11,12a-pentahydroxy-1,12-dioxo-4a,5,5a,6-tetrahydro-4h-tetracene-2-carboximidic acid

Description

(4s,6s,12as)-7-chloro-4-(dimethylamino)-3,6,10,11,12a-pentahydroxy-1,12-dioxo-4a,5,5a,6-tetrahydro-4h-tetracene-2-carboximidic acid is found in Kitasatospora aureofaciens.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022217092D          

 32 35  0  0  1  0            999 V2000
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  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   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   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 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   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
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 O   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
    4.2868   -1.6500    0.0000 O   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
    5.7158   -1.6500    0.0000 O   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 O   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 Cl  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  1  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
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  4  2  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 20 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 17 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
  4 32  1  0  0  0  0
 13 32  1  0  0  0  0
M  END

     RDKit          3D

 53 56  0  0  0  0  0  0  0  0999 V2000
   -6.6911   -1.3208   -1.3009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7752   -0.9411   -0.9983 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7437   -1.1426   -1.7293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8637   -1.8546   -2.8971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4549   -0.5798   -1.2549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3821    0.0996   -0.1270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5779    0.2321    0.6010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1117    0.6713    0.3163 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1197    1.0402    1.7323 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3338    1.7511    2.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0265    1.9659    1.9426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8687    0.0105   -0.1043 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1064   -0.7462    0.9487 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2512   -1.1289    0.3349 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3983   -0.6953   -1.0683 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5207   -0.1281   -1.5279 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5081    0.2230   -2.8807 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6695    0.1024   -0.6693 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8317    0.6347   -1.1983 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9677    1.0196   -2.4874 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9177    0.7691   -0.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8857    0.4134    1.0027 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7194   -0.1085    1.4915 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5807   -0.5998    3.1647 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.5822   -0.2714    0.6506 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3553   -0.7830    1.2445 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8572    0.2421    2.1029 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2551   -0.9140   -1.9592 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3918   -1.0119   -3.1796 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0349   -0.9979   -1.2273 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0436   -2.3172   -0.6984 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2316   -0.7429   -2.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2826   -0.6591   -3.2813 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7454   -2.8672   -2.8781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8493   -0.5736    1.1649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1054    1.7129   -0.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7680    2.3037    1.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0511    2.5836    2.7562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0696    1.1643    2.6229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2789    2.0005    1.1434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4026    3.0314    2.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5596    1.8139    2.9612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1266    0.8157   -0.4359 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0172   -0.2530    1.9035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6834   -1.6819    1.1290 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2604   -2.2752    0.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9220    1.0018   -3.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3775    1.0182   -3.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8151    1.1857   -0.7415 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7171    0.5145    1.6860 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5911   -1.6569    1.9060 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6257    0.7991    2.3532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7304   -2.8691   -1.1470 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0
  9 11  1  0
  9  8  1  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 14 26  1  0
 26 27  1  0
 26 25  1  0
 25 23  2  0
 23 24  1  0
 23 22  1  0
 22 21  2  0
 21 19  1  0
 19 20  1  0
 19 18  2  0
 18 16  1  0
 16 17  1  0
 16 15  2  0
 15 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  1  1
 30 32  1  0
 32 33  2  0
 32  5  1  0
  5  3  1  0
  3  4  1  0
  3  2  2  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
 30 12  1  0
 15 14  1  0
 18 25  1  0
 10 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 11 42  1  0
  8 36  1  6
 12 43  1  6
 13 44  1  0
 13 45  1  0
 14 46  1  6
 26 51  1  1
 27 52  1  0
 22 50  1  0
 21 49  1  0
 20 48  1  0
 17 47  1  0
 31 53  1  0
  4 34  1  0
  2  1  1  0
  7 35  1  0
M  END


  Mrv1652309022217092D          

 32 35  0  0  1  0            999 V2000
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  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   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   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 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   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
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 O   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
    4.2868   -1.6500    0.0000 O   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
    5.7158   -1.6500    0.0000 O   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 O   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 Cl  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  1  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
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  4  2  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 20 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 17 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
  4 32  1  0  0  0  0
 13 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0157708

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN(C)[C@H]1C2CC3[C@H](O)C4=C(Cl)C=CC(O)=C4C(O)=C3C(=O)[C@]2(O)C(=O)C(C(O)=N)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C21H21ClN2O8/c1-24(2)14-7-5-6-10(16(27)12-9(25)4-3-8(22)11(12)15(6)26)18(29)21(7,32)19(30)13(17(14)28)20(23)31/h3-4,6-7,14-15,25-28,32H,5H2,1-2H3,(H2,23,31)/t6?,7?,14-,15-,21-/m0/s1

> <INCHI_KEY>
HACVRJQARVMPPW-YHIHWPCPSA-N

> <FORMULA>
C21H21ClN2O8

> <MOLECULAR_WEIGHT>
464.86

> <EXACT_MASS>
464.0986433

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
44.403265264610674

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4S,6S,12aS)-7-chloro-4-(dimethylamino)-3,6,10,11,12a-pentahydroxy-1,12-dioxo-1,4,4a,5,5a,6,12,12a-octahydrotetracene-2-carboximidic acid

> <ALOGPS_LOGP>
0.01

> <JCHEM_LOGP>
-5.191610564991347

> <ALOGPS_LOGS>
-3.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
1.3739760568980524

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.878982303130182

> <JCHEM_PKA_STRONGEST_BASIC>
13.600431247593772

> <JCHEM_POLAR_SURFACE_AREA>
182.60999999999999

> <JCHEM_REFRACTIVITY>
125.19819999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.06e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4S,6S,12aS)-7-chloro-4-(dimethylamino)-3,6,10,11,12a-pentahydroxy-1,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboximidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       5.335  -9.240   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.667  -7.700   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       1.334  -5.390   0.000  0.00  0.00           N+0
HETATM   10  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       6.668  -3.850   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      10.669  -3.080   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.337  -4.620   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      13.337  -3.080   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      14.670  -5.390   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      14.670  -6.930   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   26 Cl   UNK     0      13.337  -9.240   0.000  0.00  0.00          Cl+0
HETATM   27  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      10.669  -9.240   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   32                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   11                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    7   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15   32                                             
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   30                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   27                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   20   28                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   17   31                                                  
CONECT   31   30   32                                                       
CONECT   32   31    4   13                                                  
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₁ClN₂O₈

Average Mass

464.8600 Da

Monoisotopic Mass

464.09864 Da

IUPAC Name

(4S,6S,12aS)-7-chloro-4-(dimethylamino)-3,6,10,11,12a-pentahydroxy-1,12-dioxo-1,4,4a,5,5a,6,12,12a-octahydrotetracene-2-carboximidic acid

Traditional Name

(4S,6S,12aS)-7-chloro-4-(dimethylamino)-3,6,10,11,12a-pentahydroxy-1,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboximidic acid

CAS Registry Number

Not Available

SMILES

CN(C)[C@H]1C2CC3[C@H](O)C4=C(Cl)C=CC(O)=C4C(O)=C3C(=O)[C@]2(O)C(=O)C(C(O)=N)=C1O

InChI Identifier

InChI=1S/C21H21ClN2O8/c1-24(2)14-7-5-6-10(16(27)12-9(25)4-3-8(22)11(12)15(6)26)18(29)21(7,32)19(30)13(17(14)28)20(23)31/h3-4,6-7,14-15,25-28,32H,5H2,1-2H3,(H2,23,31)/t6?,7?,14-,15-,21-/m0/s1

InChI Key

HACVRJQARVMPPW-YHIHWPCPSA-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

Classification

Not classified

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	0.01	ALOGPS
logP	-5.2	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	-2.9	ChemAxon
pKa (Strongest Basic)	13.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	182.61 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	125.2 m³·mol⁻¹	ChemAxon
Polarizability	44.4 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (4s,6s,12as)-7-chloro-4-(dimethylamino)-3,6,10,11,12a-pentahydroxy-1,12-dioxo-4a,5,5a,6-tetrahydro-4h-tetracene-2-carboximidic acid (NP0157708)

MOL for NP0157708 ((4s,6s,12as)-7-chloro-4-(dimethylamino)-3,6,10,11,12a-pentahydroxy-1,12-dioxo-4a,5,5a,6-tetrahydro-4h-tetracene-2-carboximidic acid)

3D MOL for NP0157708 ((4s,6s,12as)-7-chloro-4-(dimethylamino)-3,6,10,11,12a-pentahydroxy-1,12-dioxo-4a,5,5a,6-tetrahydro-4h-tetracene-2-carboximidic acid)

3D SDF for NP0157708 ((4s,6s,12as)-7-chloro-4-(dimethylamino)-3,6,10,11,12a-pentahydroxy-1,12-dioxo-4a,5,5a,6-tetrahydro-4h-tetracene-2-carboximidic acid)

3D-SDF for NP0157708 ((4s,6s,12as)-7-chloro-4-(dimethylamino)-3,6,10,11,12a-pentahydroxy-1,12-dioxo-4a,5,5a,6-tetrahydro-4h-tetracene-2-carboximidic acid)

PDB for NP0157708 ((4s,6s,12as)-7-chloro-4-(dimethylamino)-3,6,10,11,12a-pentahydroxy-1,12-dioxo-4a,5,5a,6-tetrahydro-4h-tetracene-2-carboximidic acid)

3D PDB for NP0157708 ((4s,6s,12as)-7-chloro-4-(dimethylamino)-3,6,10,11,12a-pentahydroxy-1,12-dioxo-4a,5,5a,6-tetrahydro-4h-tetracene-2-carboximidic acid)

SMILES for NP0157708 ((4s,6s,12as)-7-chloro-4-(dimethylamino)-3,6,10,11,12a-pentahydroxy-1,12-dioxo-4a,5,5a,6-tetrahydro-4h-tetracene-2-carboximidic acid)

INCHI for NP0157708 ((4s,6s,12as)-7-chloro-4-(dimethylamino)-3,6,10,11,12a-pentahydroxy-1,12-dioxo-4a,5,5a,6-tetrahydro-4h-tetracene-2-carboximidic acid)

Structure for NP0157708 ((4s,6s,12as)-7-chloro-4-(dimethylamino)-3,6,10,11,12a-pentahydroxy-1,12-dioxo-4a,5,5a,6-tetrahydro-4h-tetracene-2-carboximidic acid)

3D Structure for NP0157708 ((4s,6s,12as)-7-chloro-4-(dimethylamino)-3,6,10,11,12a-pentahydroxy-1,12-dioxo-4a,5,5a,6-tetrahydro-4h-tetracene-2-carboximidic acid)