NP-MRD: Showing NP-Card for Ammosamide D (NP0010752)

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Record Information

Version

2.0

Created at

2021-01-05 20:36:31 UTC

Updated at

2021-07-15 17:06:59 UTC

NP-MRD ID

NP0010752

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Ammosamide D

Provided By

NPAtlas

Description

Ammosamide D is found in Streptomyces variabilis. Ammosamide D was first documented in 2012 (PMID: 22515470). Based on a literature review very few articles have been published on Ammosamide D.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242107403D          

 30 31  0  0  0  0            999 V2000
    4.6315   -0.2264    0.0856 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2124   -0.0195    0.3533 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2359   -0.7555   -0.3382 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6618   -1.6159   -1.1832 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7946   -0.6523   -0.1981 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1328   -1.8412    0.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2151   -1.7771    0.3830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9360   -2.9855    0.7440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3353   -3.0075    0.8377 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2932   -4.0344    0.9721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8673   -0.5847    0.2750 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2766    0.5664   -0.0547 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1051    0.5433   -0.3036 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7770    1.7656   -0.7015 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9965    1.8381   -0.9557 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0078    2.9986   -0.8287 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5416    4.0823   -1.1681 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4229    2.9488   -0.5492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3690    4.4053   -0.6980 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.0055    1.8249   -0.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3935    1.8411    0.0605 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2098   -0.4752    0.9822 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7094   -1.0816   -0.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0484    0.6982   -0.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9589    0.6592    1.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6435   -2.7862    0.2355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8715   -3.7925    0.4225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8497   -2.2493    1.3174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9755    0.9675    0.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8561    2.7455    0.2864 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  7 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 13  5  1  0  0  0  0
 20 12  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  2 25  1  0  0  0  0
  6 26  1  0  0  0  0
  9 27  1  0  0  0  0
  9 28  1  0  0  0  0
 21 29  1  0  0  0  0
 21 30  1  0  0  0  0
M  END

     RDKit          3D

 30 31  0  0  0  0  0  0  0  0999 V2000
    4.6315   -0.2264    0.0856 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2124   -0.0195    0.3533 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2359   -0.7555   -0.3382 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6618   -1.6159   -1.1832 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7946   -0.6523   -0.1981 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1328   -1.8412    0.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2151   -1.7771    0.3830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9360   -2.9855    0.7440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3353   -3.0075    0.8377 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2932   -4.0344    0.9721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8673   -0.5847    0.2750 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2766    0.5664   -0.0547 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1051    0.5433   -0.3036 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7770    1.7656   -0.7015 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9965    1.8381   -0.9557 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0078    2.9986   -0.8287 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5416    4.0823   -1.1681 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4229    2.9488   -0.5492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3690    4.4053   -0.6980 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.0055    1.8249   -0.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3935    1.8411    0.0605 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2098   -0.4752    0.9822 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7094   -1.0816   -0.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0484    0.6982   -0.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9589    0.6592    1.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6435   -2.7862    0.2355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8715   -3.7925    0.4225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8497   -2.2493    1.3174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9755    0.9675    0.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8561    2.7455    0.2864 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  7 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 13  5  1  0
 20 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  6 26  1  0
  9 27  1  0
  9 28  1  0
 21 29  1  0
 21 30  1  0
M  END


  Mrv1652306242107403D          

 30 31  0  0  0  0            999 V2000
    4.6315   -0.2264    0.0856 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2124   -0.0195    0.3533 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2359   -0.7555   -0.3382 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6618   -1.6159   -1.1832 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7946   -0.6523   -0.1981 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1328   -1.8412    0.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2151   -1.7771    0.3830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9360   -2.9855    0.7440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3353   -3.0075    0.8377 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2932   -4.0344    0.9721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8673   -0.5847    0.2750 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2766    0.5664   -0.0547 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1051    0.5433   -0.3036 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7770    1.7656   -0.7015 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9965    1.8381   -0.9557 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0078    2.9986   -0.8287 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5416    4.0823   -1.1681 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4229    2.9488   -0.5492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3690    4.4053   -0.6980 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.0055    1.8249   -0.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3935    1.8411    0.0605 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2098   -0.4752    0.9822 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7094   -1.0816   -0.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0484    0.6982   -0.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9589    0.6592    1.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6435   -2.7862    0.2355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8715   -3.7925    0.4225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8497   -2.2493    1.3174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9755    0.9675    0.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8561    2.7455    0.2864 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  7 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 13  5  1  0  0  0  0
 20 12  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  2 25  1  0  0  0  0
  6 26  1  0  0  0  0
  9 27  1  0  0  0  0
  9 28  1  0  0  0  0
 21 29  1  0  0  0  0
 21 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0010752

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N([H])C(=O)C1=NC2=C(C(=O)C(=O)C(Cl)=C2N([H])[H])C(=C1[H])C(=O)N([H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C12H9ClN4O4/c1-16-12(21)3-2-4(11(15)20)17-8-5(3)9(18)10(19)6(13)7(8)14/h2H,14H2,1H3,(H2,15,20)(H,16,21)

> <INCHI_KEY>
ORFUYWHCDIKVCN-UHFFFAOYSA-N

> <FORMULA>
C12H9ClN4O4

> <MOLECULAR_WEIGHT>
308.68

> <EXACT_MASS>
308.0312325

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
28.269052110705765

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
8-amino-7-chloro-N4-methyl-5,6-dioxo-5,6-dihydroquinoline-2,4-dicarboxamide

> <ALOGPS_LOGP>
-0.33

> <JCHEM_LOGP>
-1.316491454

> <ALOGPS_LOGS>
-3.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.420597556261175

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.361253824657432

> <JCHEM_PKA_STRONGEST_BASIC>
-1.4028516395942763

> <JCHEM_POLAR_SURFACE_AREA>
145.24

> <JCHEM_REFRACTIVITY>
74.6587

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.66e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-amino-7-chloro-N4-methyl-5,6-dioxoquinoline-2,4-dicarboxamide

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 30 31  0  0  0  0  0  0  0  0999 V2000
    4.6315   -0.2264    0.0856 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2124   -0.0195    0.3533 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2359   -0.7555   -0.3382 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6618   -1.6159   -1.1832 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7946   -0.6523   -0.1981 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1328   -1.8412    0.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2151   -1.7771    0.3830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9360   -2.9855    0.7440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3353   -3.0075    0.8377 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2932   -4.0344    0.9721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8673   -0.5847    0.2750 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2766    0.5664   -0.0547 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1051    0.5433   -0.3036 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7770    1.7656   -0.7015 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9965    1.8381   -0.9557 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0078    2.9986   -0.8287 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5416    4.0823   -1.1681 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4229    2.9488   -0.5492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3690    4.4053   -0.6980 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.0055    1.8249   -0.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3935    1.8411    0.0605 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2098   -0.4752    0.9822 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7094   -1.0816   -0.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0484    0.6982   -0.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9589    0.6592    1.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6435   -2.7862    0.2355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8715   -3.7925    0.4225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8497   -2.2493    1.3174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9755    0.9675    0.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8561    2.7455    0.2864 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  7 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 13  5  1  0
 20 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  6 26  1  0
  9 27  1  0
  9 28  1  0
 21 29  1  0
 21 30  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       4.632  -0.226   0.086  0.00  0.00           C+0
HETATM    2  N   UNK     0       3.212  -0.020   0.353  0.00  0.00           N+0
HETATM    3  C   UNK     0       2.236  -0.756  -0.338  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.662  -1.616  -1.183  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.795  -0.652  -0.198  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.133  -1.841   0.150  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.215  -1.777   0.383  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.936  -2.986   0.744  0.00  0.00           C+0
HETATM    9  N   UNK     0      -3.335  -3.007   0.838  0.00  0.00           N+0
HETATM   10  O   UNK     0      -1.293  -4.034   0.972  0.00  0.00           O+0
HETATM   11  N   UNK     0      -1.867  -0.585   0.275  0.00  0.00           N+0
HETATM   12  C   UNK     0      -1.277   0.566  -0.055  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.105   0.543  -0.304  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.777   1.766  -0.702  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.996   1.838  -0.956  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.008   2.999  -0.829  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.542   4.082  -1.168  0.00  0.00           O+0
HETATM   18  C   UNK     0      -1.423   2.949  -0.549  0.00  0.00           C+0
HETATM   19 Cl   UNK     0      -2.369   4.405  -0.698  0.00  0.00          Cl+0
HETATM   20  C   UNK     0      -2.006   1.825  -0.194  0.00  0.00           C+0
HETATM   21  N   UNK     0      -3.393   1.841   0.061  0.00  0.00           N+0
HETATM   22  H   UNK     0       5.210  -0.475   0.982  0.00  0.00           H+0
HETATM   23  H   UNK     0       4.709  -1.082  -0.642  0.00  0.00           H+0
HETATM   24  H   UNK     0       5.048   0.698  -0.409  0.00  0.00           H+0
HETATM   25  H   UNK     0       2.959   0.659   1.087  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.644  -2.786   0.236  0.00  0.00           H+0
HETATM   27  H   UNK     0      -3.872  -3.793   0.423  0.00  0.00           H+0
HETATM   28  H   UNK     0      -3.850  -2.249   1.317  0.00  0.00           H+0
HETATM   29  H   UNK     0      -3.975   0.968   0.030  0.00  0.00           H+0
HETATM   30  H   UNK     0      -3.856   2.745   0.286  0.00  0.00           H+0
CONECT    1    2   22   23   24                                             
CONECT    2    1    3   25                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   13                                                  
CONECT    6    5    7   26                                                  
CONECT    7    6    8   11                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8   27   28                                                  
CONECT   10    8                                                            
CONECT   11    7   12                                                       
CONECT   12   11   13   20                                                  
CONECT   13   12   14    5                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   12                                                  
CONECT   21   20   29   30                                                  
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    2                                                            
CONECT   26    6                                                            
CONECT   27    9                                                            
CONECT   28    9                                                            
CONECT   29   21                                                            
CONECT   30   21                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

RDKit          3D

30 31  0  0  0  0  0  0  0  0999 V2000
    4.6315   -0.2264    0.0856 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2124   -0.0195    0.3533 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2359   -0.7555   -0.3382 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6618   -1.6159   -1.1832 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7946   -0.6523   -0.1981 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1328   -1.8412    0.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2151   -1.7771    0.3830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9360   -2.9855    0.7440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3353   -3.0075    0.8377 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2932   -4.0344    0.9721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8673   -0.5847    0.2750 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2766    0.5664   -0.0547 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1051    0.5433   -0.3036 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7770    1.7656   -0.7015 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9965    1.8381   -0.9557 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0078    2.9986   -0.8287 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5416    4.0823   -1.1681 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4229    2.9488   -0.5492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3690    4.4053   -0.6980 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.0055    1.8249   -0.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3935    1.8411    0.0605 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2098   -0.4752    0.9822 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7094   -1.0816   -0.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0484    0.6982   -0.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9589    0.6592    1.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6435   -2.7862    0.2355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8715   -3.7925    0.4225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8497   -2.2493    1.3174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9755    0.9675    0.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8561    2.7455    0.2864 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  7 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 13  5  1  0
 20 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  6 26  1  0
  9 27  1  0
  9 28  1  0
 21 29  1  0
 21 30  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
8-Amino-2-carbamoyl-7-chloro-N-methyl-5,6-dioxo-5,6-dihydroquinoline-4-carboximidate	Generator

Chemical Formula

C₁₂H₉ClN₄O₄

Average Mass

308.6800 Da

Monoisotopic Mass

308.03123 Da

IUPAC Name

8-amino-7-chloro-N4-methyl-5,6-dioxo-5,6-dihydroquinoline-2,4-dicarboxamide

Traditional Name

8-amino-7-chloro-N4-methyl-5,6-dioxoquinoline-2,4-dicarboxamide

CAS Registry Number

Not Available

SMILES

CNC(=O)C1=CC(=NC2=C1C(=O)C(=O)C(Cl)=C2N)C(N)=O

InChI Identifier

InChI=1S/C12H9ClN4O4/c1-16-12(21)3-2-4(11(15)20)17-8-5(3)9(18)10(19)6(13)7(8)14/h2H,14H2,1H3,(H2,15,20)(H,16,21)

InChI Key

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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces variabilis	NPAtlas	22515470

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	-0.33	ALOGPS
logP	-1.3	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	12.36	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	145.24 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	74.66 m³·mol⁻¹	ChemAxon
Polarizability	28.27 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA015095

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

27444992

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

59051797

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Pan E, Jamison M, Yousufuddin M, MacMillan JB: Ammosamide D, an oxidatively ring opened ammosamide analog from a marine-derived Streptomyces variabilis. Org Lett. 2012 May 4;14(9):2390-3. doi: 10.1021/ol300806e. Epub 2012 Apr 20. [PubMed:22515470 ]

Showing NP-Card for Ammosamide D (NP0010752)

MOL for NP0010752 (Ammosamide D)

3D MOL for NP0010752 (Ammosamide D)

3D SDF for NP0010752 (Ammosamide D)

3D-SDF for NP0010752 (Ammosamide D)

PDB for NP0010752 (Ammosamide D)

3D PDB for NP0010752 (Ammosamide D)

SMILES for NP0010752 (Ammosamide D)

INCHI for NP0010752 (Ammosamide D)

Structure for NP0010752 (Ammosamide D)

3D Structure for NP0010752 (Ammosamide D)