NP-MRD: Showing NP-Card for 3a-(2-amino-2-carboxyethyl)-4,5-dioxo-4,5,6,7,8,9-hexahydroquinoline-7,9-dicarboxylic acid (NP0005312)

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Record Information

Version

2.0

Created at

2020-12-09 02:35:14 UTC

Updated at

2021-07-15 16:51:38 UTC

NP-MRD ID

NP0005312

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3a-(2-amino-2-carboxyethyl)-4,5-dioxo-4,5,6,7,8,9-hexahydroquinoline-7,9-dicarboxylic acid

Provided By

NPAtlas

Description

6-(2-Amino-2-carboxyethyl)-7,8-dioxo-1,2,3,4,7,8-hexahydroquinoline-2,4-dicarboxylic acid belongs to the class of organic compounds known as quinoline carboxylic acids. These are quinolines in which the quinoline ring system is substituted by a carboxyl group at one or more positions. 3a-(2-amino-2-carboxyethyl)-4,5-dioxo-4,5,6,7,8,9-hexahydroquinoline-7,9-dicarboxylic acid is found in Klebsiella pneumoniae. Based on a literature review very few articles have been published on 6-(2-amino-2-carboxyethyl)-7,8-dioxo-1,2,3,4,7,8-hexahydroquinoline-2,4-dicarboxylic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118183D          

 38 39  0  0  0  0            999 V2000
    3.6704   -0.9408   -0.8056 N   0  0  2  0  0  0  0  0  0  0  0  0
    3.9105   -0.0320    0.3089 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8227    1.0237    0.3515 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4801    0.4691    0.5233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5086    0.6461   -0.3569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8247    0.0975   -0.1900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1527   -0.6241    0.8703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4526   -1.1473    1.0085 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5776   -0.4030    0.4753 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3076    0.3183    1.5462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8890    0.2057    2.7215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3979    1.0760    1.2449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2302    0.5689   -0.5908 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8870    0.3300   -1.2259 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9458   -0.8664   -2.1062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7338   -0.7975   -3.3446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2432   -2.0916   -1.5425 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1498   -0.8889    1.9211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4509   -1.5709    2.9275 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1766   -0.3201    1.7148 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647   -0.5136    2.5743 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1991    0.6607    0.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6311    1.5019    0.8644 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9543    0.4109   -1.0898 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9563   -0.4694   -1.6841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6568   -1.2247   -0.8264 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9957   -0.5771    1.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0972    1.8016    1.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8717    1.5451   -0.6491 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7240    1.2381   -1.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5566   -2.0619    1.4960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2772   -1.1722    0.0616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3804    2.0979    1.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2081    1.5911   -0.1665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0146    0.5580   -1.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5452    1.1732   -1.8396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4308   -2.6464   -1.2360 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9361    1.0341   -1.8657 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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
  7 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
  2 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 20  4  1  0  0  0  0
 14  6  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  2 27  1  1  0  0  0
  3 28  1  0  0  0  0
  3 29  1  0  0  0  0
  5 30  1  0  0  0  0
  8 31  1  0  0  0  0
  9 32  1  6  0  0  0
 12 33  1  0  0  0  0
 13 34  1  0  0  0  0
 13 35  1  0  0  0  0
 14 36  1  6  0  0  0
 17 37  1  0  0  0  0
 24 38  1  0  0  0  0
M  END

     RDKit          3D

 38 39  0  0  0  0  0  0  0  0999 V2000
    3.6704   -0.9408   -0.8056 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9105   -0.0320    0.3089 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8227    1.0237    0.3515 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4801    0.4691    0.5233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5086    0.6461   -0.3569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8247    0.0975   -0.1900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1527   -0.6241    0.8703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4526   -1.1473    1.0085 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5776   -0.4030    0.4753 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3076    0.3183    1.5462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8890    0.2057    2.7215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3979    1.0760    1.2449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2302    0.5689   -0.5908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8870    0.3300   -1.2259 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9458   -0.8664   -2.1062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7338   -0.7975   -3.3446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2432   -2.0916   -1.5425 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1498   -0.8889    1.9211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4509   -1.5709    2.9275 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1766   -0.3201    1.7148 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647   -0.5136    2.5743 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1991    0.6607    0.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6311    1.5019    0.8644 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9543    0.4109   -1.0898 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9563   -0.4694   -1.6841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6568   -1.2247   -0.8264 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9957   -0.5771    1.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0972    1.8016    1.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8717    1.5451   -0.6491 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7240    1.2381   -1.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5566   -2.0619    1.4960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2772   -1.1722    0.0616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3804    2.0979    1.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2081    1.5911   -0.1665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0146    0.5580   -1.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5452    1.1732   -1.8396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4308   -2.6464   -1.2360 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9361    1.0341   -1.8657 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
  7 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
  2 22  1  0
 22 23  2  0
 22 24  1  0
 20  4  1  0
 14  6  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  1
  3 28  1  0
  3 29  1  0
  5 30  1  0
  8 31  1  0
  9 32  1  6
 12 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  6
 17 37  1  0
 24 38  1  0
M  END


  Mrv1652306242118183D          

 38 39  0  0  0  0            999 V2000
    3.6704   -0.9408   -0.8056 N   0  0  2  0  0  0  0  0  0  0  0  0
    3.9105   -0.0320    0.3089 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8227    1.0237    0.3515 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4801    0.4691    0.5233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5086    0.6461   -0.3569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8247    0.0975   -0.1900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1527   -0.6241    0.8703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4526   -1.1473    1.0085 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5776   -0.4030    0.4753 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3076    0.3183    1.5462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8890    0.2057    2.7215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3979    1.0760    1.2449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2302    0.5689   -0.5908 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8870    0.3300   -1.2259 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9458   -0.8664   -2.1062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7338   -0.7975   -3.3446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2432   -2.0916   -1.5425 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1498   -0.8889    1.9211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4509   -1.5709    2.9275 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1766   -0.3201    1.7148 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647   -0.5136    2.5743 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1991    0.6607    0.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6311    1.5019    0.8644 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9543    0.4109   -1.0898 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9563   -0.4694   -1.6841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6568   -1.2247   -0.8264 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9957   -0.5771    1.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0972    1.8016    1.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8717    1.5451   -0.6491 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7240    1.2381   -1.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5566   -2.0619    1.4960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2772   -1.1722    0.0616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3804    2.0979    1.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2081    1.5911   -0.1665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0146    0.5580   -1.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5452    1.1732   -1.8396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4308   -2.6464   -1.2360 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9361    1.0341   -1.8657 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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
  7 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
  2 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 20  4  1  0  0  0  0
 14  6  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  2 27  1  1  0  0  0
  3 28  1  0  0  0  0
  3 29  1  0  0  0  0
  5 30  1  0  0  0  0
  8 31  1  0  0  0  0
  9 32  1  6  0  0  0
 12 33  1  0  0  0  0
 13 34  1  0  0  0  0
 13 35  1  0  0  0  0
 14 36  1  6  0  0  0
 17 37  1  0  0  0  0
 24 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0005312

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)[C@]([H])(N([H])[H])C([H])([H])C1=C([H])C2=C(N([H])[C@@]([H])(C(=O)O[H])C([H])([H])[C@]2([H])C(=O)O[H])C(=O)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H14N2O8/c15-7(13(21)22)2-4-1-5-6(12(19)20)3-8(14(23)24)16-9(5)11(18)10(4)17/h1,6-8,16H,2-3,15H2,(H,19,20)(H,21,22)(H,23,24)/t6-,7+,8+/m0/s1

> <INCHI_KEY>
UMYDVEVERVKIFT-UHFFFAOYSA-N

> <FORMULA>
C14H14N2O8

> <MOLECULAR_WEIGHT>
338.272

> <EXACT_MASS>
338.075015419

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
30.35432733905167

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,4S)-6-[(2R)-2-amino-2-carboxyethyl]-7,8-dioxo-1,2,3,4,7,8-hexahydroquinoline-2,4-dicarboxylic acid

> <ALOGPS_LOGP>
-2.05

> <JCHEM_LOGP>
-3.714393478176555

> <ALOGPS_LOGS>
-2.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.387118079858115

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.712417034218145

> <JCHEM_PKA_STRONGEST_BASIC>
8.859518191575512

> <JCHEM_POLAR_SURFACE_AREA>
184.08999999999997

> <JCHEM_REFRACTIVITY>
77.17389999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.14e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,4S)-6-[(2R)-2-amino-2-carboxyethyl]-7,8-dioxo-1,2,3,4-tetrahydroquinoline-2,4-dicarboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 38 39  0  0  0  0  0  0  0  0999 V2000
    3.6704   -0.9408   -0.8056 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9105   -0.0320    0.3089 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8227    1.0237    0.3515 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4801    0.4691    0.5233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5086    0.6461   -0.3569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8247    0.0975   -0.1900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1527   -0.6241    0.8703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4526   -1.1473    1.0085 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5776   -0.4030    0.4753 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3076    0.3183    1.5462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8890    0.2057    2.7215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3979    1.0760    1.2449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2302    0.5689   -0.5908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8870    0.3300   -1.2259 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9458   -0.8664   -2.1062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7338   -0.7975   -3.3446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2432   -2.0916   -1.5425 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1498   -0.8889    1.9211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4509   -1.5709    2.9275 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1766   -0.3201    1.7148 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647   -0.5136    2.5743 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1991    0.6607    0.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6311    1.5019    0.8644 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9543    0.4109   -1.0898 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9563   -0.4694   -1.6841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6568   -1.2247   -0.8264 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9957   -0.5771    1.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0972    1.8016    1.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8717    1.5451   -0.6491 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7240    1.2381   -1.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5566   -2.0619    1.4960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2772   -1.1722    0.0616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3804    2.0979    1.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2081    1.5911   -0.1665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0146    0.5580   -1.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5452    1.1732   -1.8396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4308   -2.6464   -1.2360 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9361    1.0341   -1.8657 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
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 10 11  2  0
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  9 13  1  0
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 14 15  1  0
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  7 18  1  0
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  2 22  1  0
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 22 24  1  0
 20  4  1  0
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  1 25  1  0
  1 26  1  0
  2 27  1  1
  3 28  1  0
  3 29  1  0
  5 30  1  0
  8 31  1  0
  9 32  1  6
 12 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  6
 17 37  1  0
 24 38  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  N   UNK     0       3.670  -0.941  -0.806  0.00  0.00           N+0
HETATM    2  C   UNK     0       3.910  -0.032   0.309  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.823   1.024   0.352  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.480   0.469   0.523  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.509   0.646  -0.357  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.825   0.098  -0.190  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.153  -0.624   0.870  0.00  0.00           C+0
HETATM    8  N   UNK     0      -2.453  -1.147   1.008  0.00  0.00           N+0
HETATM    9  C   UNK     0      -3.578  -0.403   0.475  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.308   0.318   1.546  0.00  0.00           C+0
HETATM   11  O   UNK     0      -3.889   0.206   2.721  0.00  0.00           O+0
HETATM   12  O   UNK     0      -5.398   1.076   1.245  0.00  0.00           O+0
HETATM   13  C   UNK     0      -3.230   0.569  -0.591  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.887   0.330  -1.226  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.946  -0.866  -2.106  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.734  -0.798  -3.345  0.00  0.00           O+0
HETATM   17  O   UNK     0      -2.243  -2.092  -1.543  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.150  -0.889   1.921  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.451  -1.571   2.928  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.177  -0.320   1.715  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.065  -0.514   2.574  0.00  0.00           O+0
HETATM   22  C   UNK     0       5.199   0.661   0.044  0.00  0.00           C+0
HETATM   23  O   UNK     0       5.631   1.502   0.864  0.00  0.00           O+0
HETATM   24  O   UNK     0       5.954   0.411  -1.090  0.00  0.00           O+0
HETATM   25  H   UNK     0       3.956  -0.469  -1.684  0.00  0.00           H+0
HETATM   26  H   UNK     0       2.657  -1.225  -0.826  0.00  0.00           H+0
HETATM   27  H   UNK     0       3.996  -0.577   1.260  0.00  0.00           H+0
HETATM   28  H   UNK     0       3.097   1.802   1.090  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.872   1.545  -0.649  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.724   1.238  -1.258  0.00  0.00           H+0
HETATM   31  H   UNK     0      -2.557  -2.062   1.496  0.00  0.00           H+0
HETATM   32  H   UNK     0      -4.277  -1.172   0.062  0.00  0.00           H+0
HETATM   33  H   UNK     0      -5.380   2.098   1.299  0.00  0.00           H+0
HETATM   34  H   UNK     0      -3.208   1.591  -0.167  0.00  0.00           H+0
HETATM   35  H   UNK     0      -4.015   0.558  -1.357  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.545   1.173  -1.840  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.431  -2.646  -1.236  0.00  0.00           H+0
HETATM   38  H   UNK     0       5.936   1.034  -1.866  0.00  0.00           H+0
CONECT    1    2   25   26                                                  
CONECT    2    1    3   22   27                                             
CONECT    3    2    4   28   29                                             
CONECT    4    3    5   20                                                  
CONECT    5    4    6   30                                                  
CONECT    6    5    7   14                                                  
CONECT    7    6    8   18                                                  
CONECT    8    7    9   31                                                  
CONECT    9    8   10   13   32                                             
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   33                                                       
CONECT   13    9   14   34   35                                             
CONECT   14   13   15    6   36                                             
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   37                                                       
CONECT   18    7   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21    4                                                  
CONECT   21   20                                                            
CONECT   22    2   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   38                                                       
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    2                                                            
CONECT   28    3                                                            
CONECT   29    3                                                            
CONECT   30    5                                                            
CONECT   31    8                                                            
CONECT   32    9                                                            
CONECT   33   12                                                            
CONECT   34   13                                                            
CONECT   35   13                                                            
CONECT   36   14                                                            
CONECT   37   17                                                            
CONECT   38   24                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   78    0
END

RDKit          3D

38 39  0  0  0  0  0  0  0  0999 V2000
    3.6704   -0.9408   -0.8056 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9105   -0.0320    0.3089 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8227    1.0237    0.3515 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4801    0.4691    0.5233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5086    0.6461   -0.3569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8247    0.0975   -0.1900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1527   -0.6241    0.8703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4526   -1.1473    1.0085 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5776   -0.4030    0.4753 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3076    0.3183    1.5462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8890    0.2057    2.7215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3979    1.0760    1.2449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2302    0.5689   -0.5908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8870    0.3300   -1.2259 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9458   -0.8664   -2.1062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7338   -0.7975   -3.3446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2432   -2.0916   -1.5425 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1498   -0.8889    1.9211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4509   -1.5709    2.9275 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1766   -0.3201    1.7148 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647   -0.5136    2.5743 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1991    0.6607    0.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6311    1.5019    0.8644 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9543    0.4109   -1.0898 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9563   -0.4694   -1.6841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6568   -1.2247   -0.8264 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9957   -0.5771    1.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0972    1.8016    1.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8717    1.5451   -0.6491 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7240    1.2381   -1.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5566   -2.0619    1.4960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2772   -1.1722    0.0616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3804    2.0979    1.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2081    1.5911   -0.1665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0146    0.5580   -1.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5452    1.1732   -1.8396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4308   -2.6464   -1.2360 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9361    1.0341   -1.8657 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  1  0
 13 14  1  0
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 15 16  2  0
 15 17  1  0
  7 18  1  0
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 18 20  1  0
 20 21  2  0
  2 22  1  0
 22 23  2  0
 22 24  1  0
 20  4  1  0
 14  6  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  1
  3 28  1  0
  3 29  1  0
  5 30  1  0
  8 31  1  0
  9 32  1  6
 12 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  6
 17 37  1  0
 24 38  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
6-(2-Amino-2-carboxyethyl)-7,8-dioxo-1,2,3,4,7,8-hexahydroquinoline-2,4-dicarboxylate	Generator

Chemical Formula

C₁₄H₁₄N₂O₈

Average Mass

338.2720 Da

Monoisotopic Mass

338.07502 Da

IUPAC Name

(2R,4S)-6-[(2R)-2-amino-2-carboxyethyl]-7,8-dioxo-1,2,3,4,7,8-hexahydroquinoline-2,4-dicarboxylic acid

Traditional Name

(2R,4S)-6-[(2R)-2-amino-2-carboxyethyl]-7,8-dioxo-1,2,3,4-tetrahydroquinoline-2,4-dicarboxylic acid

CAS Registry Number

Not Available

SMILES

NC(CC1=CC2=C(NC(CC2C(O)=O)C(O)=O)C(=O)C1=O)C(O)=O

InChI Identifier

InChI=1S/C14H14N2O8/c15-7(13(21)22)2-4-1-5-6(12(19)20)3-8(14(23)24)16-9(5)11(18)10(4)17/h1,6-8,16H,2-3,15H2,(H,19,20)(H,21,22)(H,23,24)

InChI Key

UMYDVEVERVKIFT-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
Klebsiella pneumoniae	NPAtlas	15113189

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinoline carboxylic acids. These are quinolines in which the quinoline ring system is substituted by a carboxyl group at one or more positions.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Quinoline carboxylic acids

Direct Parent

Quinoline carboxylic acids

Alternative Parents

Substituents

Quinoline-2-carboxylic acid
Quinoline-4-carboxylic acid
Alpha-amino acid
Alpha-amino acid or derivatives
Tricarboxylic acid or derivatives
Tetrahydropyridine
Amino acid or derivatives
Ketone
Amino acid
Cyclic ketone
Carboxylic acid derivative
Carboxylic acid
Secondary aliphatic amine
Enamine
Azacycle
Secondary amine
Primary aliphatic amine
Organic oxide
Amine
Organic oxygen compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Primary amine
Hydrocarbon derivative
Organopnictogen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

cyclic ketone (CHEBI:49081 )
tricarboxylic acid (CHEBI:49081 )
organic heterobicyclic compound (CHEBI:49081 )

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	-2	ALOGPS
logP	-3.7	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	1.71	ChemAxon
pKa (Strongest Basic)	8.86	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	184.09 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	77.17 m³·mol⁻¹	ChemAxon
Polarizability	30.35 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

NPA003756

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10128509

KEGG Compound ID

C15599

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11954214

PDB ID

Not Available

ChEBI ID

49081

Good Scents ID

Not Available

References

General References

Showing NP-Card for 3a-(2-amino-2-carboxyethyl)-4,5-dioxo-4,5,6,7,8,9-hexahydroquinoline-7,9-dicarboxylic acid (NP0005312)

MOL for NP0005312 (3a-(2-amino-2-carboxyethyl)-4,5-dioxo-4,5,6,7,8,9-hexahydroquinoline-7,9-dicarboxylic acid)

3D MOL for NP0005312 (3a-(2-amino-2-carboxyethyl)-4,5-dioxo-4,5,6,7,8,9-hexahydroquinoline-7,9-dicarboxylic acid)

3D SDF for NP0005312 (3a-(2-amino-2-carboxyethyl)-4,5-dioxo-4,5,6,7,8,9-hexahydroquinoline-7,9-dicarboxylic acid)

3D-SDF for NP0005312 (3a-(2-amino-2-carboxyethyl)-4,5-dioxo-4,5,6,7,8,9-hexahydroquinoline-7,9-dicarboxylic acid)

PDB for NP0005312 (3a-(2-amino-2-carboxyethyl)-4,5-dioxo-4,5,6,7,8,9-hexahydroquinoline-7,9-dicarboxylic acid)

3D PDB for NP0005312 (3a-(2-amino-2-carboxyethyl)-4,5-dioxo-4,5,6,7,8,9-hexahydroquinoline-7,9-dicarboxylic acid)

SMILES for NP0005312 (3a-(2-amino-2-carboxyethyl)-4,5-dioxo-4,5,6,7,8,9-hexahydroquinoline-7,9-dicarboxylic acid)

INCHI for NP0005312 (3a-(2-amino-2-carboxyethyl)-4,5-dioxo-4,5,6,7,8,9-hexahydroquinoline-7,9-dicarboxylic acid)

Structure for NP0005312 (3a-(2-amino-2-carboxyethyl)-4,5-dioxo-4,5,6,7,8,9-hexahydroquinoline-7,9-dicarboxylic acid)

3D Structure for NP0005312 (3a-(2-amino-2-carboxyethyl)-4,5-dioxo-4,5,6,7,8,9-hexahydroquinoline-7,9-dicarboxylic acid)