NP-MRD: Showing NP-Card for (2s)-2-({[(2s)-1-[(2r)-3-(dihydroxycarbonimidoyl)-2-propylpropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-3-methylbutanoic acid (NP0176995)

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Record Information

Version

2.0

Created at

2022-09-03 14:45:22 UTC

Updated at

2022-09-03 14:45:23 UTC

NP-MRD ID

NP0176995

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s)-2-({[(2s)-1-[(2r)-3-(dihydroxycarbonimidoyl)-2-propylpropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-3-methylbutanoic acid

Description

Propioxatin A belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. (2s)-2-({[(2s)-1-[(2r)-3-(dihydroxycarbonimidoyl)-2-propylpropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-3-methylbutanoic acid was first documented in 2022 (PMID: 35566358). Based on a literature review very few articles have been published on Propioxatin A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032216452D          

 26 26  0  0  1  0            999 V2000
   -1.7484   -1.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0339   -1.8936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3194   -1.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3950   -1.8936    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3950   -2.7186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3194   -3.1311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3194   -3.9561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0339   -2.7186    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7484   -3.1311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1095   -1.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8240   -1.8936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1095   -0.6561    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4421   -0.1712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6970    0.6134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5220    0.6134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7769   -0.1712    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5616   -0.4261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1747    0.1259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7331   -1.2331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5177   -1.4881    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6892   -2.2950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4739   -2.5500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0761   -2.8471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1308   -0.9360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9154   -1.1910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9593   -0.1291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  4  0  0  0
  4 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  1  1  0  0  0
 17 18  1  4  0  0  0
 17 19  2  0  0  0  0
 20 19  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 20 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
M  END

     RDKit          3D

 55 55  0  0  0  0  0  0  0  0999 V2000
    5.9423    0.6833   -0.8251 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1686   -0.2293    0.1480 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7872    0.3717    0.2280 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8310   -0.3211    1.1220 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5239   -1.7507    0.8259 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6274   -2.6926    0.8691 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7965   -3.6273   -0.1615 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5015   -2.7578    1.8041 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5823   -1.9914    2.9147 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5612    0.4395    1.1629 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3159    1.0855    2.2625 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5949    0.5442    0.1534 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5698   -0.0475   -1.1422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2567    0.9178   -1.9964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6710    2.0256   -1.0588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6277    1.3201    0.2817 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8055    0.4915    0.5241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8695   -0.3159    1.6418 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7873    0.5063   -0.2961 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9812   -0.2699   -0.1427 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4613   -0.7055   -1.4585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4965   -1.3983   -1.5449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7826   -0.3590   -2.6044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0064    0.6330    0.5549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3112   -0.0753    0.7730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2192    1.8593   -0.3028 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9546    1.7162   -0.4635 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9697    0.2595   -0.9675 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4276    0.5738   -1.8018 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1835   -1.2166   -0.3715 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6659   -0.2407    1.1229 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9728    1.3858    0.7317 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4360    0.6579   -0.7651 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2762   -0.2496    2.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7728   -2.0569    1.6308 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9508   -1.9139   -0.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8751   -3.3895   -1.1249 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4370   -2.3077    3.8600 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5195   -0.2105   -1.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0039   -1.0112   -1.1622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1328    0.4499   -2.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3733    1.3507   -2.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7007    2.3840   -1.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0716    2.8485   -1.0564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5302    2.1142    1.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6423    0.1091    2.5516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7282   -1.1368    0.5111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3062   -1.0909   -3.1330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5528    0.9166    1.5402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0819    0.2863    0.0600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1964   -1.1896    0.6767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6514    0.1366    1.8084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1513    1.7066   -0.9133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3899    2.0246   -1.0210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3448    2.7573    0.3498 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  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  4 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 24  1  0
 24 25  1  0
 24 26  1  0
 20 21  1  0
 21 23  1  0
 21 22  2  0
 16 12  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  1
  5 35  1  0
  5 36  1  0
  7 37  1  0
  9 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  1
 18 46  1  0
 20 47  1  1
 24 49  1  0
 25 50  1  0
 25 51  1  0
 25 52  1  0
 26 53  1  0
 26 54  1  0
 26 55  1  0
 23 48  1  0
M  END


  Mrv1652309032216452D          

 26 26  0  0  1  0            999 V2000
   -1.7484   -1.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0339   -1.8936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3194   -1.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3950   -1.8936    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3950   -2.7186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3194   -3.1311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3194   -3.9561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0339   -2.7186    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7484   -3.1311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1095   -1.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8240   -1.8936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1095   -0.6561    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4421   -0.1712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6970    0.6134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5220    0.6134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7769   -0.1712    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5616   -0.4261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1747    0.1259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7331   -1.2331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5177   -1.4881    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6892   -2.2950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4739   -2.5500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0761   -2.8471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1308   -0.9360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9154   -1.1910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9593   -0.1291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  4  0  0  0
  4 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  1  1  0  0  0
 17 18  1  4  0  0  0
 17 19  2  0  0  0  0
 20 19  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 20 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0176995

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC[C@H](CC(O)=NO)C(=O)N1CCC[C@H]1C(O)=N[C@@H](C(C)C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H29N3O6/c1-4-6-11(9-13(21)19-26)16(23)20-8-5-7-12(20)15(22)18-14(10(2)3)17(24)25/h10-12,14,26H,4-9H2,1-3H3,(H,18,22)(H,19,21)(H,24,25)/t11-,12+,14+/m1/s1

> <INCHI_KEY>
QBLFFOHVDMBOPS-DYEKYZERSA-N

> <FORMULA>
C17H29N3O6

> <MOLECULAR_WEIGHT>
371.434

> <EXACT_MASS>
371.205635666

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
38.262288219726805

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-2-({[(2S)-1-[(2R)-3-(dihydroxycarbonimidoyl)-2-propylpropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-3-methylbutanoic acid

> <JCHEM_LOGP>
1.9498473583333324

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.5721630470726495

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.838258323189781

> <JCHEM_PKA_STRONGEST_BASIC>
1.0569621552466448

> <JCHEM_POLAR_SURFACE_AREA>
143.02

> <JCHEM_REFRACTIVITY>
93.22320000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-({[(2S)-1-[(2R)-3-(dihydroxycarbonimidoyl)-2-propylpropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-3-methylbutanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0      -3.264  -2.765   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.930  -3.535   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.596  -2.765   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.737  -3.535   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.737  -5.075   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.596  -5.845   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.596  -7.385   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0      -1.930  -5.075   0.000  0.00  0.00           N+0
HETATM    9  O   UNK     0      -3.264  -5.845   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.071  -2.765   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.405  -3.535   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0       2.071  -1.225   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       0.825  -0.320   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.301   1.145   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.841   1.145   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.317  -0.320   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.782  -0.795   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.926   0.235   0.000  0.00  0.00           O+0
HETATM   19  N   UNK     0       5.102  -2.302   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       6.566  -2.778   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.887  -4.284   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       8.351  -4.760   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       5.742  -5.315   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       7.711  -1.747   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.175  -2.223   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.391  -0.241   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8                                                            
CONECT   10    4   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   16                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   12   17                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   24                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   20   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₂₉N₃O₆

Average Mass

371.4340 Da

Monoisotopic Mass

371.20564 Da

IUPAC Name

(2S)-2-({[(2S)-1-[(2R)-3-(dihydroxycarbonimidoyl)-2-propylpropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-3-methylbutanoic acid

Traditional Name

(2S)-2-({[(2S)-1-[(2R)-3-(dihydroxycarbonimidoyl)-2-propylpropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-3-methylbutanoic acid

CAS Registry Number

Not Available

SMILES

CCC[C@H](CC(O)=NO)C(=O)N1CCC[C@H]1C(O)=N[C@@H](C(C)C)C(O)=O

InChI Identifier

InChI=1S/C17H29N3O6/c1-4-6-11(9-13(21)19-26)16(23)20-8-5-7-12(20)15(22)18-14(10(2)3)17(24)25/h10-12,14,26H,4-9H2,1-3H3,(H,18,22)(H,19,21)(H,24,25)/t11-,12+,14+/m1/s1

InChI Key

QBLFFOHVDMBOPS-DYEKYZERSA-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 dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Valine or derivatives
Proline or derivatives
N-acyl-l-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Alpha-amino acid amide
Alpha-amino acid or derivatives
Pyrrolidine-2-carboxamide
Pyrrolidine carboxylic acid or derivatives
N-acylpyrrolidine
Methyl-branched fatty acid
Heterocyclic fatty acid
Branched fatty acid
Fatty acyl
Fatty acid
Tertiary carboxylic acid amide
Pyrrolidine
Secondary carboxylic acid amide
Hydroxamic acid
Carboxamide group
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	1.95	ChemAxon
pKa (Strongest Acidic)	3.84	ChemAxon
pKa (Strongest Basic)	1.06	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	143.02 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	93.22 m³·mol⁻¹	ChemAxon
Polarizability	38.26 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

C00017803

Chemspider ID

113681

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

128218

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Abramic M, Agic D: Survey of Dipeptidyl Peptidase III Inhibitors: From Small Molecules of Microbial or Synthetic Origin to Aprotinin. Molecules. 2022 May 7;27(9):3006. doi: 10.3390/molecules27093006. [PubMed:35566358 ]
LOTUS database [Link]

Showing NP-Card for (2s)-2-({[(2s)-1-[(2r)-3-(dihydroxycarbonimidoyl)-2-propylpropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-3-methylbutanoic acid (NP0176995)

MOL for NP0176995 ((2s)-2-({[(2s)-1-[(2r)-3-(dihydroxycarbonimidoyl)-2-propylpropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-3-methylbutanoic acid)

3D MOL for NP0176995 ((2s)-2-({[(2s)-1-[(2r)-3-(dihydroxycarbonimidoyl)-2-propylpropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-3-methylbutanoic acid)

3D SDF for NP0176995 ((2s)-2-({[(2s)-1-[(2r)-3-(dihydroxycarbonimidoyl)-2-propylpropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-3-methylbutanoic acid)

3D-SDF for NP0176995 ((2s)-2-({[(2s)-1-[(2r)-3-(dihydroxycarbonimidoyl)-2-propylpropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-3-methylbutanoic acid)

PDB for NP0176995 ((2s)-2-({[(2s)-1-[(2r)-3-(dihydroxycarbonimidoyl)-2-propylpropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-3-methylbutanoic acid)

3D PDB for NP0176995 ((2s)-2-({[(2s)-1-[(2r)-3-(dihydroxycarbonimidoyl)-2-propylpropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-3-methylbutanoic acid)

SMILES for NP0176995 ((2s)-2-({[(2s)-1-[(2r)-3-(dihydroxycarbonimidoyl)-2-propylpropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-3-methylbutanoic acid)

INCHI for NP0176995 ((2s)-2-({[(2s)-1-[(2r)-3-(dihydroxycarbonimidoyl)-2-propylpropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-3-methylbutanoic acid)

Structure for NP0176995 ((2s)-2-({[(2s)-1-[(2r)-3-(dihydroxycarbonimidoyl)-2-propylpropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-3-methylbutanoic acid)

3D Structure for NP0176995 ((2s)-2-({[(2s)-1-[(2r)-3-(dihydroxycarbonimidoyl)-2-propylpropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-3-methylbutanoic acid)