NP-MRD: Showing NP-Card for plumbagine B (NP0043545)

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Record Information

Version

1.0

Created at

2021-06-21 00:55:29 UTC

Updated at

2021-06-30 00:19:17 UTC

NP-MRD ID

NP0043545

Secondary Accession Numbers

None

Natural Product Identification

Common Name

plumbagine B

Provided By

JEOL Database JEOL Logo

Description

CHEMBL2407427 belongs to the class of organic compounds known as pyrrolidine carboxylic acids. Pyrrolidine carboxylic acids are compounds containing a pyrrolidine ring which bears a carboxylic acid. Pyrrolidine is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms. plumbagine B is found in Plumbago zeylanica. It was first documented in 2013 (Cong, H. -J., et al.). Based on a literature review very few articles have been published on CHEMBL2407427.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212102553D          

 33 34  0  0  0  0            999 V2000
    2.9540   -2.5333    1.9654 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4694   -2.4838    1.7127 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6440   -3.2275    2.7257 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9769   -1.8138    0.6509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4695   -1.6175    0.2789 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8586   -2.5255   -0.9094 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6285   -1.6445   -2.1483 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4029   -2.0603   -3.3591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9131   -1.3064   -4.1715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4398   -3.3917   -3.5404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1420   -0.3073   -1.6437 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5225    0.9739   -2.2241 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1409    1.6796   -1.0166 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1591    0.9186    0.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2837    1.3027    1.2426 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6784   -0.2858   -0.2530 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5232   -1.9732    1.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3078   -3.5693    1.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1851   -2.1049    2.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4137   -3.2900    2.4601 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7188   -2.7402    3.7032 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0074   -4.2561    2.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6877   -1.3196   -0.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1398   -1.7836    1.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2843   -3.4577   -0.9508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9187   -2.8018   -0.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4373   -1.6080   -2.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9327   -3.5195   -4.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2382   -0.2414   -1.6592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2476    1.5451   -2.8107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3583    0.7688   -2.8401 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2557    2.6069   -0.9994 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1652    0.5285    1.9001 H   0  0  0  0  0  0  0  0  0  0  0  0
 16  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7 11  1  0  0  0  0
 14 15  2  3  0  0  0
  7  8  1  0  0  0  0
 11 16  1  0  0  0  0
  5  4  1  0  0  0  0
  4  2  2  3  0  0  0
 11 12  1  0  0  0  0
  2  1  1  0  0  0  0
 12 13  1  0  0  0  0
  2  3  1  0  0  0  0
 13 14  1  0  0  0  0
  8 10  1  0  0  0  0
 14 16  1  0  0  0  0
  8  9  2  0  0  0  0
 12 30  1  0  0  0  0
 12 31  1  0  0  0  0
 13 32  1  0  0  0  0
 15 33  1  0  0  0  0
 11 29  1  1  0  0  0
  5 24  1  1  0  0  0
  6 25  1  0  0  0  0
  6 26  1  0  0  0  0
  7 27  1  6  0  0  0
  4 23  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  3 20  1  0  0  0  0
  3 21  1  0  0  0  0
  3 22  1  0  0  0  0
 10 28  1  0  0  0  0
M  END

     RDKit          3D

 33 34  0  0  0  0  0  0  0  0999 V2000
    2.9540   -2.5333    1.9654 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4694   -2.4838    1.7127 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6440   -3.2275    2.7257 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9769   -1.8138    0.6509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4695   -1.6175    0.2789 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8586   -2.5255   -0.9094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6285   -1.6445   -2.1483 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4029   -2.0603   -3.3591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9131   -1.3064   -4.1715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4398   -3.3917   -3.5404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1420   -0.3073   -1.6437 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5225    0.9739   -2.2241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1409    1.6796   -1.0166 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1591    0.9186    0.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2837    1.3027    1.2426 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6784   -0.2858   -0.2530 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5232   -1.9732    1.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3078   -3.5693    1.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1851   -2.1049    2.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4137   -3.2900    2.4601 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7188   -2.7402    3.7032 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0074   -4.2561    2.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6877   -1.3196   -0.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1398   -1.7836    1.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2843   -3.4577   -0.9508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9187   -2.8018   -0.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4373   -1.6080   -2.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9327   -3.5195   -4.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2382   -0.2414   -1.6592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2476    1.5451   -2.8107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3583    0.7688   -2.8401 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2557    2.6069   -0.9994 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1652    0.5285    1.9001 H   0  0  0  0  0  0  0  0  0  0  0  0
 16  5  1  0
  5  6  1  0
  6  7  1  0
  7 11  1  0
 14 15  2  3
  7  8  1  0
 11 16  1  0
  5  4  1  0
  4  2  2  3
 11 12  1  0
  2  1  1  0
 12 13  1  0
  2  3  1  0
 13 14  1  0
  8 10  1  0
 14 16  1  0
  8  9  2  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 15 33  1  0
 11 29  1  1
  5 24  1  1
  6 25  1  0
  6 26  1  0
  7 27  1  6
  4 23  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
 10 28  1  0
M  END


  Mrv1652306212102553D          

 33 34  0  0  0  0            999 V2000
    2.9540   -2.5333    1.9654 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4694   -2.4838    1.7127 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6440   -3.2275    2.7257 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9769   -1.8138    0.6509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4695   -1.6175    0.2789 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8586   -2.5255   -0.9094 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6285   -1.6445   -2.1483 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4029   -2.0603   -3.3591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9131   -1.3064   -4.1715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4398   -3.3917   -3.5404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1420   -0.3073   -1.6437 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5225    0.9739   -2.2241 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1409    1.6796   -1.0166 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1591    0.9186    0.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2837    1.3027    1.2426 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6784   -0.2858   -0.2530 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5232   -1.9732    1.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3078   -3.5693    1.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1851   -2.1049    2.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4137   -3.2900    2.4601 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7188   -2.7402    3.7032 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0074   -4.2561    2.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6877   -1.3196   -0.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1398   -1.7836    1.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2843   -3.4577   -0.9508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9187   -2.8018   -0.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4373   -1.6080   -2.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9327   -3.5195   -4.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2382   -0.2414   -1.6592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2476    1.5451   -2.8107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3583    0.7688   -2.8401 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2557    2.6069   -0.9994 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1652    0.5285    1.9001 H   0  0  0  0  0  0  0  0  0  0  0  0
 16  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7 11  1  0  0  0  0
 14 15  2  3  0  0  0
  7  8  1  0  0  0  0
 11 16  1  0  0  0  0
  5  4  1  0  0  0  0
  4  2  2  3  0  0  0
 11 12  1  0  0  0  0
  2  1  1  0  0  0  0
 12 13  1  0  0  0  0
  2  3  1  0  0  0  0
 13 14  1  0  0  0  0
  8 10  1  0  0  0  0
 14 16  1  0  0  0  0
  8  9  2  0  0  0  0
 12 30  1  0  0  0  0
 12 31  1  0  0  0  0
 13 32  1  0  0  0  0
 15 33  1  0  0  0  0
 11 29  1  1  0  0  0
  5 24  1  1  0  0  0
  6 25  1  0  0  0  0
  6 26  1  0  0  0  0
  7 27  1  6  0  0  0
  4 23  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  3 20  1  0  0  0  0
  3 21  1  0  0  0  0
  3 22  1  0  0  0  0
 10 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043545

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)[C@]1([H])C([H])([H])[C@@]([H])(C([H])=C(C([H])([H])[H])C([H])([H])[H])N2C(=N[H])N([H])C([H])([H])[C@@]12[H]

> <INCHI_IDENTIFIER>
InChI=1S/C11H17N3O2/c1-6(2)3-7-4-8(10(15)16)9-5-13-11(12)14(7)9/h3,7-9H,4-5H2,1-2H3,(H2,12,13)(H,15,16)/t7-,8-,9+/m1/s1

> <INCHI_KEY>
HTHPXYZWUCIUIR-HLTSFMKQSA-N

> <FORMULA>
C11H17N3O2

> <MOLECULAR_WEIGHT>
223.276

> <EXACT_MASS>
223.132076799

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
23.77618760021933

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5S,7R,7aR)-3-imino-5-(2-methylprop-1-en-1-yl)-hexahydro-1H-pyrrolo[1,2-c]imidazole-7-carboxylic acid

> <ALOGPS_LOGP>
-0.08

> <JCHEM_LOGP>
-0.9709510423178382

> <ALOGPS_LOGS>
-2.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.063527120693559

> <JCHEM_PKA_STRONGEST_BASIC>
11.990611959384504

> <JCHEM_POLAR_SURFACE_AREA>
76.42

> <JCHEM_REFRACTIVITY>
70.8192

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.20e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5S,7R,7aR)-3-imino-5-(2-methylprop-1-en-1-yl)-hexahydropyrrolo[1,2-c]imidazole-7-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 33 34  0  0  0  0  0  0  0  0999 V2000
    2.9540   -2.5333    1.9654 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4694   -2.4838    1.7127 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6440   -3.2275    2.7257 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9769   -1.8138    0.6509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4695   -1.6175    0.2789 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8586   -2.5255   -0.9094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6285   -1.6445   -2.1483 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4029   -2.0603   -3.3591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9131   -1.3064   -4.1715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4398   -3.3917   -3.5404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1420   -0.3073   -1.6437 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5225    0.9739   -2.2241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1409    1.6796   -1.0166 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1591    0.9186    0.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2837    1.3027    1.2426 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6784   -0.2858   -0.2530 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5232   -1.9732    1.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3078   -3.5693    1.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1851   -2.1049    2.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4137   -3.2900    2.4601 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7188   -2.7402    3.7032 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0074   -4.2561    2.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6877   -1.3196   -0.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1398   -1.7836    1.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2843   -3.4577   -0.9508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9187   -2.8018   -0.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4373   -1.6080   -2.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9327   -3.5195   -4.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2382   -0.2414   -1.6592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2476    1.5451   -2.8107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3583    0.7688   -2.8401 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2557    2.6069   -0.9994 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1652    0.5285    1.9001 H   0  0  0  0  0  0  0  0  0  0  0  0
 16  5  1  0
  5  6  1  0
  6  7  1  0
  7 11  1  0
 14 15  2  3
  7  8  1  0
 11 16  1  0
  5  4  1  0
  4  2  2  3
 11 12  1  0
  2  1  1  0
 12 13  1  0
  2  3  1  0
 13 14  1  0
  8 10  1  0
 14 16  1  0
  8  9  2  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 15 33  1  0
 11 29  1  1
  5 24  1  1
  6 25  1  0
  6 26  1  0
  7 27  1  6
  4 23  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
 10 28  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0       2.954  -2.533   1.965  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.469  -2.484   1.713  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.644  -3.228   2.726  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.977  -1.814   0.651  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.470  -1.617   0.279  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.859  -2.526  -0.909  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.629  -1.645  -2.148  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.403  -2.060  -3.359  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.913  -1.306  -4.172  0.00  0.00           O+0
HETATM   10  O   UNK     0      -1.440  -3.392  -3.540  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.142  -0.307  -1.644  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.523   0.974  -2.224  0.00  0.00           C+0
HETATM   13  N   UNK     0      -0.141   1.680  -1.017  0.00  0.00           N+0
HETATM   14  C   UNK     0      -0.159   0.919   0.109  0.00  0.00           C+0
HETATM   15  N   UNK     0       0.284   1.303   1.243  0.00  0.00           N+0
HETATM   16  N   UNK     0      -0.678  -0.286  -0.253  0.00  0.00           N+0
HETATM   17  H   UNK     0       3.523  -1.973   1.216  0.00  0.00           H+0
HETATM   18  H   UNK     0       3.308  -3.569   1.945  0.00  0.00           H+0
HETATM   19  H   UNK     0       3.185  -2.105   2.946  0.00  0.00           H+0
HETATM   20  H   UNK     0      -0.414  -3.290   2.460  0.00  0.00           H+0
HETATM   21  H   UNK     0       0.719  -2.740   3.703  0.00  0.00           H+0
HETATM   22  H   UNK     0       1.007  -4.256   2.824  0.00  0.00           H+0
HETATM   23  H   UNK     0       1.688  -1.320  -0.012  0.00  0.00           H+0
HETATM   24  H   UNK     0      -1.140  -1.784   1.126  0.00  0.00           H+0
HETATM   25  H   UNK     0      -0.284  -3.458  -0.951  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.919  -2.802  -0.830  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.437  -1.608  -2.403  0.00  0.00           H+0
HETATM   28  H   UNK     0      -1.933  -3.519  -4.379  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.238  -0.241  -1.659  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.248   1.545  -2.811  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.358   0.769  -2.840  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.256   2.607  -0.999  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.165   0.529   1.900  0.00  0.00           H+0
CONECT    1    2   17   18   19                                             
CONECT    2    4    1    3                                                  
CONECT    3    2   20   21   22                                             
CONECT    4    5    2   23                                                  
CONECT    5   16    6    4   24                                             
CONECT    6    5    7   25   26                                             
CONECT    7    6   11    8   27                                             
CONECT    8    7   10    9                                                  
CONECT    9    8                                                            
CONECT   10    8   28                                                       
CONECT   11    7   16   12   29                                             
CONECT   12   11   13   30   31                                             
CONECT   13   12   14   32                                                  
CONECT   14   15   13   16                                                  
CONECT   15   14   33                                                       
CONECT   16    5   11   14                                                  
CONECT   17    1                                                            
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    3                                                            
CONECT   21    3                                                            
CONECT   22    3                                                            
CONECT   23    4                                                            
CONECT   24    5                                                            
CONECT   25    6                                                            
CONECT   26    6                                                            
CONECT   27    7                                                            
CONECT   28   10                                                            
CONECT   29   11                                                            
CONECT   30   12                                                            
CONECT   31   12                                                            
CONECT   32   13                                                            
CONECT   33   15                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   68    0
END

RDKit          3D

33 34  0  0  0  0  0  0  0  0999 V2000
    2.9540   -2.5333    1.9654 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4694   -2.4838    1.7127 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6440   -3.2275    2.7257 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9769   -1.8138    0.6509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4695   -1.6175    0.2789 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8586   -2.5255   -0.9094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6285   -1.6445   -2.1483 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4029   -2.0603   -3.3591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9131   -1.3064   -4.1715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4398   -3.3917   -3.5404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1420   -0.3073   -1.6437 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5225    0.9739   -2.2241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1409    1.6796   -1.0166 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1591    0.9186    0.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2837    1.3027    1.2426 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6784   -0.2858   -0.2530 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5232   -1.9732    1.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3078   -3.5693    1.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1851   -2.1049    2.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4137   -3.2900    2.4601 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7188   -2.7402    3.7032 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0074   -4.2561    2.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6877   -1.3196   -0.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1398   -1.7836    1.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2843   -3.4577   -0.9508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9187   -2.8018   -0.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4373   -1.6080   -2.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9327   -3.5195   -4.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2382   -0.2414   -1.6592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2476    1.5451   -2.8107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3583    0.7688   -2.8401 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2557    2.6069   -0.9994 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1652    0.5285    1.9001 H   0  0  0  0  0  0  0  0  0  0  0  0
 16  5  1  0
  5  6  1  0
  6  7  1  0
  7 11  1  0
 14 15  2  3
  7  8  1  0
 11 16  1  0
  5  4  1  0
  4  2  2  3
 11 12  1  0
  2  1  1  0
 12 13  1  0
  2  3  1  0
 13 14  1  0
  8 10  1  0
 14 16  1  0
  8  9  2  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 15 33  1  0
 11 29  1  1
  5 24  1  1
  6 25  1  0
  6 26  1  0
  7 27  1  6
  4 23  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
 10 28  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₁H₁₇N₃O₂

Average Mass

223.2760 Da

Monoisotopic Mass

223.13208 Da

IUPAC Name

(5S,7R,7aR)-3-imino-5-(2-methylprop-1-en-1-yl)-hexahydro-1H-pyrrolo[1,2-c]imidazole-7-carboxylic acid

Traditional Name

(5S,7R,7aR)-3-imino-5-(2-methylprop-1-en-1-yl)-hexahydropyrrolo[1,2-c]imidazole-7-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)[C@]1([H])C([H])([H])[C@@]([H])(C([H])=C(C([H])([H])[H])C([H])([H])[H])N2C(=N[H])N([H])C([H])([H])[C@@]12[H]

InChI Identifier

InChI=1S/C11H17N3O2/c1-6(2)3-7-4-8(10(15)16)9-5-13-11(12)14(7)9/h3,7-9H,4-5H2,1-2H3,(H2,12,13)(H,15,16)/t7-,8-,9+/m1/s1

InChI Key

HTHPXYZWUCIUIR-HLTSFMKQSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Plumbago zeylanica	JEOL database	Cong, H. -J., et al, J. Nat. Prod. 76, 1351 (2013)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrrolidine carboxylic acids. Pyrrolidine carboxylic acids are compounds containing a pyrrolidine ring which bears a carboxylic acid. Pyrrolidine is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrrolidines

Sub Class

Pyrrolidine carboxylic acids and derivatives

Direct Parent

Pyrrolidine carboxylic acids

Alternative Parents

Substituents

Pyrrolidine carboxylic acid
2-imidazoline
Guanidine
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Carboximidamide
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Azacycle
Organonitrogen compound
Carbonyl group
Organooxygen compound
Organic oxide
Amine
Organic nitrogen compound
Organic oxygen compound
Hydrocarbon derivative
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	-0.08	ALOGPS
logP	-0.97	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	4.06	ChemAxon
pKa (Strongest Basic)	11.99	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	76.42 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	70.82 m³·mol⁻¹	ChemAxon
Polarizability	23.78 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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

30821893

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71746250

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Cong, H. -J., et al. (2013). Cong, H. -J., et al, J. Nat. Prod. 76, 1351 (2013). J. Nat. Prod..

Showing NP-Card for plumbagine B (NP0043545)

MOL for NP0043545 (plumbagine B)

3D MOL for NP0043545 (plumbagine B)

3D SDF for NP0043545 (plumbagine B)

3D-SDF for NP0043545 (plumbagine B)

PDB for NP0043545 (plumbagine B)

3D PDB for NP0043545 (plumbagine B)

SMILES for NP0043545 (plumbagine B)

INCHI for NP0043545 (plumbagine B)

Structure for NP0043545 (plumbagine B)

3D Structure for NP0043545 (plumbagine B)