NP-MRD: Showing NP-Card for (2s,6r)-6-[(3s,11ar,11br)-5-[(3s)-3-amino-3-carboxypropyl]-3-carboxy-1h,2h,3h,10h,11h,11ah,11bh-pyrido[2,1-f]1,6-naphthyridin-9-yl]piperidine-2-carboxylic acid (NP0289536)

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Record Information

Version

2.0

Created at

2022-09-09 19:45:55 UTC

Updated at

2022-09-09 19:45:55 UTC

NP-MRD ID

NP0289536

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,6r)-6-[(3s,11ar,11br)-5-[(3s)-3-amino-3-carboxypropyl]-3-carboxy-1h,2h,3h,10h,11h,11ah,11bh-pyrido[2,1-f]1,6-naphthyridin-9-yl]piperidine-2-carboxylic acid

Description

(2S,6R)-6-[(3S,11aR,11bR)-5-[(3S)-3-amino-3-carboxypropyl]-3-carboxy-1H,2H,3H,10H,11H,11aH,11bH-pyrido[2,1-f]1,6-naphthyridin-9-yl]piperidine-2-carboxylic acid belongs to the class of organic compounds known as naphthyridine carboxylic acids and derivatives. Naphthyridine carboxylic acids and derivatives are compounds containing a naphthyridine moiety, where one of the ring atoms bears a carboxylic acid group. Based on a literature review very few articles have been published on (2S,6R)-6-[(3S,11aR,11bR)-5-[(3S)-3-amino-3-carboxypropyl]-3-carboxy-1H,2H,3H,10H,11H,11aH,11bH-pyrido[2,1-f]1,6-naphthyridin-9-yl]piperidine-2-carboxylic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092221452D          

 33 36  0  0  1  0            999 V2000
    0.3020    3.9849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    3.2704    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3020    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -0.3020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4895   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -0.3020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9355    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480    3.9849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  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  2  0  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 14 18  1  0  0  0  0
 10 18  1  0  0  0  0
  9 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21  7  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  2  0  0  0  0
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 25 29  1  0  0  0  0
 29 30  2  0  0  0  0
  5 30  1  0  0  0  0
 22 30  1  0  0  0  0
  2 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
M  END

     RDKit          3D

 65 68  0  0  0  0  0  0  0  0999 V2000
    3.1903    3.5778   -0.6016 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7873    2.6407    0.3222 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5291    1.5407   -0.3601 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7086    0.7093   -1.2420 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5074    0.0426   -0.8088 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.5476    0.6767   -0.2523 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4446   -0.1423   -1.2487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8440    0.3514   -1.0692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9747    1.7853   -0.6693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1609    2.0673    0.6273 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.1622    2.2212    1.6980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3883    2.4042    1.3912 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8799    2.1726    3.0512 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3593    0.8552    0.8605 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1101   -1.4000    0.2271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2066   -2.0724   -0.7775 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1369   -1.4585   -0.8117 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1716   -1.9870    0.1142 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5716   -3.3763   -0.4620 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8063   -3.8798    0.1995 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3027   -2.8888    1.2760 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5660   -3.4457    1.7998 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6225   -3.8806    2.9787 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6889   -3.4832    0.9883 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4854   -1.6420    0.5309 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4321   -1.1796   -0.0450 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7591    3.4271    1.1179 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9904    3.4389    0.7644 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3773    4.1624    2.2337 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3601    4.0482   -0.2177 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1258    3.2760   -1.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0229    2.2212    1.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2854    2.1019   -1.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5646    1.2718   -2.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4685   -0.1087   -1.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2846    1.6019   -1.6374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2034    1.7393   -0.8781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4301    1.6428   -0.8007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4322   -1.2056   -0.9346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9937    0.0004   -2.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4315   -0.2744   -0.3551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3630    0.1982   -2.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0484    1.9563   -0.4648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6822    2.4878   -1.4742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5945    2.9484    0.4423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0128    2.2595    3.5116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9383    0.1238    1.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6083   -1.4345    1.2215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0503   -1.9239    0.3338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6576   -1.9716   -1.8157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1293   -3.1693   -0.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5417   -1.7070   -1.8695 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7841   -3.1194   -1.5441 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7039   -4.0437   -0.4643 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6540   -3.8702   -0.5559 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3233    5.1546    2.1411 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  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 19  1  0
 19 20  1  0
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 22 23  1  0
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  9 10  1  0
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 14 15  1  0
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 30  5  1  0
 18 10  1  0
 21  7  1  0
 30 22  1  0
  1 34  1  0
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 14 50  1  6
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 17 51  1  0
 33 65  1  0
M  END


  Mrv1652309092221452D          

 33 36  0  0  1  0            999 V2000
    0.3020    3.9849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    3.2704    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3020    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -0.3020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4895   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -0.3020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9355    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480    3.9849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  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  2  0  0  0  0
 10  9  1  1  0  0  0
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 14 18  1  0  0  0  0
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  9 19  1  0  0  0  0
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 21  7  1  6  0  0  0
 21 22  1  0  0  0  0
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 23 24  1  0  0  0  0
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 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 25 29  1  0  0  0  0
 29 30  2  0  0  0  0
  5 30  1  0  0  0  0
 22 30  1  0  0  0  0
  2 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0289536

> <DATABASE_NAME>
NP-MRD

> <SMILES>
N[C@@H](CCC1=CN2C=C(CC[C@@H]2[C@H]2CC[C@H](N=C12)C(O)=O)[C@H]1CCC[C@H](N1)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H32N4O6/c24-15(21(28)29)7-4-13-11-27-10-12(16-2-1-3-17(25-16)22(30)31)5-9-19(27)14-6-8-18(23(32)33)26-20(13)14/h10-11,14-19,25H,1-9,24H2,(H,28,29)(H,30,31)(H,32,33)/t14-,15+,16-,17+,18+,19-/m1/s1

> <INCHI_KEY>
RNAPMVLHEPFASW-UWVPOSKDSA-N

> <FORMULA>
C23H32N4O6

> <MOLECULAR_WEIGHT>
460.531

> <EXACT_MASS>
460.232184766

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
49.59668437747614

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,6R)-6-[(3S,11aR,11bR)-5-[(3S)-3-amino-3-carboxypropyl]-3-carboxy-1H,2H,3H,10H,11H,11aH,11bH-pyrido[2,1-f]1,6-naphthyridin-9-yl]piperidine-2-carboxylic acid

> <JCHEM_LOGP>
-6.280546386708042

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
1.9446391872312816

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.4316209204617425

> <JCHEM_PKA_STRONGEST_BASIC>
9.872257266998904

> <JCHEM_POLAR_SURFACE_AREA>
165.54999999999998

> <JCHEM_REFRACTIVITY>
117.92629999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S,6R)-6-[(3S,11aR,11bR)-5-[(3S)-3-amino-3-carboxypropyl]-3-carboxy-1H,2H,3H,10H,11H,11aH,11bH-pyrido[2,1-f]1,6-naphthyridin-9-yl]piperidine-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  N   UNK     0       0.564   7.438   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      -0.206   6.105   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.564   4.771   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.104   4.771   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.874   3.437   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.414   3.437   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       5.184   2.104   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.034   0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.804   2.104   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.344   2.104   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.114   0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.344  -0.564   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.114  -1.897   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      13.654  -1.897   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      11.344  -3.231   0.000  0.00  0.00           O+0
HETATM   18  N   UNK     0       9.804  -0.564   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.746   0.770   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -2.516  -0.564   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -2.516   2.104   0.000  0.00  0.00           O+0
HETATM   29  N   UNK     0       0.564   2.104   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -1.746   6.105   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -2.516   4.771   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -2.516   7.438   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   31                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   30                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   21                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   19                                                  
CONECT   10    9   11   18                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   18                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   14   10                                                       
CONECT   19    9   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20    7   22                                                  
CONECT   22   21   23   30                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   29                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   25   30                                                       
CONECT   30   29    5   22                                                  
CONECT   31    2   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

View in JSmol

Synonyms

Value	Source
(2S,6R)-6-[(3S,11AR,11BR)-5-[(3S)-3-amino-3-carboxypropyl]-3-carboxy-1H,2H,3H,10H,11H,11ah,11BH-pyrido[2,1-F]1,6-naphthyridin-9-yl]piperidine-2-carboxylate	Generator

Chemical Formula

C₂₃H₃₂N₄O₆

Average Mass

460.5310 Da

Monoisotopic Mass

460.23218 Da

IUPAC Name

(2S,6R)-6-[(3S,11aR,11bR)-5-[(3S)-3-amino-3-carboxypropyl]-3-carboxy-1H,2H,3H,10H,11H,11aH,11bH-pyrido[2,1-f]1,6-naphthyridin-9-yl]piperidine-2-carboxylic acid

Traditional Name

(2S,6R)-6-[(3S,11aR,11bR)-5-[(3S)-3-amino-3-carboxypropyl]-3-carboxy-1H,2H,3H,10H,11H,11aH,11bH-pyrido[2,1-f]1,6-naphthyridin-9-yl]piperidine-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

N[C@@H](CCC1=CN2C=C(CC[C@@H]2[C@H]2CC[C@H](N=C12)C(O)=O)[C@H]1CCC[C@H](N1)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C23H32N4O6/c24-15(21(28)29)7-4-13-11-27-10-12(16-2-1-3-17(25-16)22(30)31)5-9-19(27)14-6-8-18(23(32)33)26-20(13)14/h10-11,14-19,25H,1-9,24H2,(H,28,29)(H,30,31)(H,32,33)/t14-,15+,16-,17+,18+,19-/m1/s1

InChI Key

RNAPMVLHEPFASW-UWVPOSKDSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthyridine carboxylic acids and derivatives. Naphthyridine carboxylic acids and derivatives are compounds containing a naphthyridine moiety, where one of the ring atoms bears a carboxylic acid group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazanaphthalenes

Sub Class

Naphthyridines

Direct Parent

Naphthyridine carboxylic acids and derivatives

Alternative Parents

Substituents

Naphthyridine carboxylic acid
Alpha-amino acid
Alpha-amino acid or derivatives
L-alpha-amino acid
Piperidinecarboxylic acid
Tricarboxylic acid or derivatives
Tetrahydropyridine
Piperidine
Amino acid or derivatives
Ketimine
Amino acid
Tertiary amine
Tertiary aliphatic amine
Carboxylic acid derivative
Carboxylic acid
Secondary aliphatic amine
Enamine
Allylamine
Azacycle
Secondary amine
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Primary aliphatic amine
Organic oxide
Imine
Amine
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Primary amine
Organic nitrogen compound
Organic oxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-6.3	ChemAxon
pKa (Strongest Acidic)	1.43	ChemAxon
pKa (Strongest Basic)	9.87	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	165.55 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	117.93 m³·mol⁻¹	ChemAxon
Polarizability	49.6 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	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00056881

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

163027958

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,6r)-6-[(3s,11ar,11br)-5-[(3s)-3-amino-3-carboxypropyl]-3-carboxy-1h,2h,3h,10h,11h,11ah,11bh-pyrido[2,1-f]1,6-naphthyridin-9-yl]piperidine-2-carboxylic acid (NP0289536)

MOL for NP0289536 ((2s,6r)-6-[(3s,11ar,11br)-5-[(3s)-3-amino-3-carboxypropyl]-3-carboxy-1h,2h,3h,10h,11h,11ah,11bh-pyrido[2,1-f]1,6-naphthyridin-9-yl]piperidine-2-carboxylic acid)

3D MOL for NP0289536 ((2s,6r)-6-[(3s,11ar,11br)-5-[(3s)-3-amino-3-carboxypropyl]-3-carboxy-1h,2h,3h,10h,11h,11ah,11bh-pyrido[2,1-f]1,6-naphthyridin-9-yl]piperidine-2-carboxylic acid)

3D SDF for NP0289536 ((2s,6r)-6-[(3s,11ar,11br)-5-[(3s)-3-amino-3-carboxypropyl]-3-carboxy-1h,2h,3h,10h,11h,11ah,11bh-pyrido[2,1-f]1,6-naphthyridin-9-yl]piperidine-2-carboxylic acid)

3D-SDF for NP0289536 ((2s,6r)-6-[(3s,11ar,11br)-5-[(3s)-3-amino-3-carboxypropyl]-3-carboxy-1h,2h,3h,10h,11h,11ah,11bh-pyrido[2,1-f]1,6-naphthyridin-9-yl]piperidine-2-carboxylic acid)

PDB for NP0289536 ((2s,6r)-6-[(3s,11ar,11br)-5-[(3s)-3-amino-3-carboxypropyl]-3-carboxy-1h,2h,3h,10h,11h,11ah,11bh-pyrido[2,1-f]1,6-naphthyridin-9-yl]piperidine-2-carboxylic acid)

3D PDB for NP0289536 ((2s,6r)-6-[(3s,11ar,11br)-5-[(3s)-3-amino-3-carboxypropyl]-3-carboxy-1h,2h,3h,10h,11h,11ah,11bh-pyrido[2,1-f]1,6-naphthyridin-9-yl]piperidine-2-carboxylic acid)

SMILES for NP0289536 ((2s,6r)-6-[(3s,11ar,11br)-5-[(3s)-3-amino-3-carboxypropyl]-3-carboxy-1h,2h,3h,10h,11h,11ah,11bh-pyrido[2,1-f]1,6-naphthyridin-9-yl]piperidine-2-carboxylic acid)

INCHI for NP0289536 ((2s,6r)-6-[(3s,11ar,11br)-5-[(3s)-3-amino-3-carboxypropyl]-3-carboxy-1h,2h,3h,10h,11h,11ah,11bh-pyrido[2,1-f]1,6-naphthyridin-9-yl]piperidine-2-carboxylic acid)

Structure for NP0289536 ((2s,6r)-6-[(3s,11ar,11br)-5-[(3s)-3-amino-3-carboxypropyl]-3-carboxy-1h,2h,3h,10h,11h,11ah,11bh-pyrido[2,1-f]1,6-naphthyridin-9-yl]piperidine-2-carboxylic acid)

3D Structure for NP0289536 ((2s,6r)-6-[(3s,11ar,11br)-5-[(3s)-3-amino-3-carboxypropyl]-3-carboxy-1h,2h,3h,10h,11h,11ah,11bh-pyrido[2,1-f]1,6-naphthyridin-9-yl]piperidine-2-carboxylic acid)