NP-MRD: Showing NP-Card for (2s)-n-[(2r,3r,4r)-3-hydroxy-5-[(5r)-5-isopropyl-3,3-dimethyl-2,4-dioxopyrrolidin-1-yl]-4-methyl-5-oxopentan-2-yl]-2-(methylamino)propanimidic acid (NP0169178)

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Record Information

Version

2.0

Created at

2022-09-03 05:05:40 UTC

Updated at

2022-09-03 05:05:40 UTC

NP-MRD ID

NP0169178

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s)-n-[(2r,3r,4r)-3-hydroxy-5-[(5r)-5-isopropyl-3,3-dimethyl-2,4-dioxopyrrolidin-1-yl]-4-methyl-5-oxopentan-2-yl]-2-(methylamino)propanimidic acid

Description

(2S)-N-[(2R,3R,4R)-5-[(5R)-3,3-dimethyl-2,4-dioxo-5-(propan-2-yl)pyrrolidin-1-yl]-3-hydroxy-4-methyl-5-oxopentan-2-yl]-2-(methylamino)propanimidic acid belongs to the class of organic compounds known as hybrid peptides. Hybrid peptides are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through a peptide bond. (2s)-n-[(2r,3r,4r)-3-hydroxy-5-[(5r)-5-isopropyl-3,3-dimethyl-2,4-dioxopyrrolidin-1-yl]-4-methyl-5-oxopentan-2-yl]-2-(methylamino)propanimidic acid is found in Antiopella cristata. Based on a literature review very few articles have been published on (2S)-N-[(2R,3R,4R)-5-[(5R)-3,3-dimethyl-2,4-dioxo-5-(propan-2-yl)pyrrolidin-1-yl]-3-hydroxy-4-methyl-5-oxopentan-2-yl]-2-(methylamino)propanimidic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032207052D          

 27 27  0  0  1  0            999 V2000
   -0.7564   -4.4707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7564   -3.6457    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0419   -3.2332    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6725   -3.6457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0419   -2.4082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7564   -1.9957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6725   -1.9957    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3870   -2.4082    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3870   -3.2332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1015   -1.9957    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1015   -1.1707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8159   -2.4082    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8159   -3.2332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5304   -1.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5304   -1.1707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2449   -2.4082    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9986   -2.0727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1701   -1.2657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5506   -2.6857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2180   -3.1707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1026   -2.0727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1381   -3.4002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4736   -4.1539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3311   -3.2287    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7180   -3.7807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9334   -3.5258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8896   -4.5877    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
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  4  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 16 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
M  END

     RDKit          3D

 60 60  0  0  0  0  0  0  0  0999 V2000
    7.2172   -1.1108   -0.0524 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2062   -0.0813   -0.0942 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0289   -0.5507   -0.8417 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4298   -1.7396   -0.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9944    0.4867   -0.9003 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3215    1.7006   -1.5086 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8008    0.3388   -0.4212 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8136    1.3742   -0.4956 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0795    2.5056    0.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4013    0.8593   -0.4612 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4537    1.9313   -0.5383 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1362   -0.1417    0.6160 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3581    0.3189    2.0060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1385   -0.8399    0.3606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9684   -2.0718   -0.0288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4477   -0.3644    0.4748 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7948    0.9363    0.9415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2870    1.6825    1.8094 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0181    1.3976    0.1770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6337    2.4958   -0.7727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0727    1.8127    1.1590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4214    0.1432   -0.5011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1610    0.0169   -1.4469 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7316   -0.9549    0.2144 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8214   -2.2706   -0.4292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2030   -2.3757   -1.7849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4540   -3.4048    0.5004 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9961   -1.9362   -0.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2377   -0.7234   -0.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2293   -1.5200    0.9903 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6003    0.7219   -0.6444 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3645   -0.7868   -1.8584 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7768   -1.3537    0.6795 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8815   -2.3359   -0.8675 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2488   -2.3111    0.3595 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8313    2.3912   -0.9655 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9246    1.8360   -1.5246 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1765    3.1057    0.6732 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8201    3.2405    0.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5743    2.1549    1.4060 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2676    0.2972   -1.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0363    2.7430   -0.9206 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9545   -0.9349    0.4474 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3630    1.4149    2.1627 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2970   -0.1488    2.4068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4397   -0.1006    2.6526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9954    2.0574   -1.5756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0391    3.2606   -0.2264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5030    2.9769   -1.2496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6035    2.0114    2.1535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7735    0.9533    1.3483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6823    2.6456    0.7987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2627   -1.0334    1.2118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9456   -2.4154   -0.6131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7185   -1.4061   -2.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9975   -2.4902   -2.5494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5437   -3.2548   -1.9222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0084   -3.0678    1.4583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7860   -4.0909   -0.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3893   -3.9944    0.7297 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
  3  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 14 16  1  0
 16 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 24 22  1  0
 22 23  2  0
 22 19  1  0
 19 20  1  0
 19 21  1  0
 19 17  1  0
 17 18  2  0
 17 16  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  3 32  1  6
  4 33  1  0
  4 34  1  0
  4 35  1  0
  6 36  1  0
  8 37  1  6
  9 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  6
 11 42  1  0
 12 43  1  6
 13 44  1  0
 13 45  1  0
 13 46  1  0
 24 53  1  1
 25 54  1  0
 26 55  1  0
 26 56  1  0
 26 57  1  0
 27 58  1  0
 27 59  1  0
 27 60  1  0
 20 47  1  0
 20 48  1  0
 20 49  1  0
 21 50  1  0
 21 51  1  0
 21 52  1  0
M  END


  Mrv1652309032207052D          

 27 27  0  0  1  0            999 V2000
   -0.7564   -4.4707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7564   -3.6457    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0419   -3.2332    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6725   -3.6457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0419   -2.4082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7564   -1.9957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6725   -1.9957    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3870   -2.4082    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3870   -3.2332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1015   -1.9957    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1015   -1.1707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8159   -2.4082    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8159   -3.2332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5304   -1.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5304   -1.1707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2449   -2.4082    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9986   -2.0727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1701   -1.2657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5506   -2.6857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2180   -3.1707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1026   -2.0727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1381   -3.4002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4736   -4.1539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3311   -3.2287    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7180   -3.7807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9334   -3.5258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8896   -4.5877    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
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  4  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 16 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0169178

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN[C@@H](C)C(O)=N[C@H](C)[C@H](O)[C@@H](C)C(=O)N1[C@H](C(C)C)C(=O)C(C)(C)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H33N3O5/c1-9(2)13-15(24)19(6,7)18(27)22(13)17(26)10(3)14(23)11(4)21-16(25)12(5)20-8/h9-14,20,23H,1-8H3,(H,21,25)/t10-,11-,12+,13-,14-/m1/s1

> <INCHI_KEY>
WGXYHQKAYMMOTR-RKQHYHRCSA-N

> <FORMULA>
C19H33N3O5

> <MOLECULAR_WEIGHT>
383.489

> <EXACT_MASS>
383.242021175

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
40.97753616642122

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-N-[(2R,3R,4R)-5-[(5R)-3,3-dimethyl-2,4-dioxo-5-(propan-2-yl)pyrrolidin-1-yl]-3-hydroxy-4-methyl-5-oxopentan-2-yl]-2-(methylamino)propanimidic acid

> <ALOGPS_LOGP>
1.05

> <JCHEM_LOGP>
-0.4495562880831497

> <ALOGPS_LOGS>
-2.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.148072961655899

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.3720613221227813

> <JCHEM_PKA_STRONGEST_BASIC>
8.843549998567525

> <JCHEM_POLAR_SURFACE_AREA>
119.29999999999998

> <JCHEM_REFRACTIVITY>
100.4382

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.01e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-N-[(2R,3R,4R)-3-hydroxy-5-[(5R)-5-isopropyl-3,3-dimethyl-2,4-dioxopyrrolidin-1-yl]-4-methyl-5-oxopentan-2-yl]-2-(methylamino)propanimidic 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      -1.412  -8.345   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -1.412  -6.805   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      -0.078  -6.035   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.255  -6.805   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.078  -4.495   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -1.412  -3.725   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0       1.255  -3.725   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       2.589  -4.495   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.589  -6.035   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.923  -3.725   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.923  -2.185   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       5.256  -4.495   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.256  -6.035   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.590  -3.725   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.590  -2.185   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0       7.924  -4.495   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       9.331  -3.869   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       9.651  -2.363   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      10.361  -5.013   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.607  -5.919   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.392  -3.869   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.591  -6.347   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      10.217  -7.754   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       8.085  -6.027   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.940  -7.057   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.476  -6.581   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.260  -8.564   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   24                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21   22                                             
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   19   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   16   25                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   54    0
END

View in JSmol

Synonyms

Value	Source
(2S)-N-[(2R,3R,4R)-5-[(5R)-3,3-Dimethyl-2,4-dioxo-5-(propan-2-yl)pyrrolidin-1-yl]-3-hydroxy-4-methyl-5-oxopentan-2-yl]-2-(methylamino)propanimidate	Generator

Chemical Formula

C₁₉H₃₃N₃O₅

Average Mass

383.4890 Da

Monoisotopic Mass

383.24202 Da

IUPAC Name

(2S)-N-[(2R,3R,4R)-5-[(5R)-3,3-dimethyl-2,4-dioxo-5-(propan-2-yl)pyrrolidin-1-yl]-3-hydroxy-4-methyl-5-oxopentan-2-yl]-2-(methylamino)propanimidic acid

Traditional Name

(2S)-N-[(2R,3R,4R)-3-hydroxy-5-[(5R)-5-isopropyl-3,3-dimethyl-2,4-dioxopyrrolidin-1-yl]-4-methyl-5-oxopentan-2-yl]-2-(methylamino)propanimidic acid

CAS Registry Number

Not Available

SMILES

CN[C@@H](C)C(O)=N[C@H](C)[C@H](O)[C@@H](C)C(=O)N1[C@H](C(C)C)C(=O)C(C)(C)C1=O

InChI Identifier

InChI=1S/C19H33N3O5/c1-9(2)13-15(24)19(6,7)18(27)22(13)17(26)10(3)14(23)11(4)21-16(25)12(5)20-8/h9-14,20,23H,1-8H3,(H,21,25)/t10-,11-,12+,13-,14-/m1/s1

InChI Key

WGXYHQKAYMMOTR-RKQHYHRCSA-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

Species Name	Source	Reference
Antiopella cristata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hybrid peptides. Hybrid peptides are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Peptidomimetics

Sub Class

Hybrid peptides

Direct Parent

Hybrid peptides

Alternative Parents

Substituents

Hybrid peptide
Gamma amino acid or derivatives
N-acylpyrrolidine
Carboxylic acid imide, n-substituted
Pyrrolidone
2-pyrrolidone
3-pyrrolidone
Carboxylic acid imide
Dicarboximide
Pyrrolidine
Amino acid or derivatives
Ketone
Lactam
Cyclic ketone
Secondary alcohol
Organoheterocyclic compound
Secondary amine
Propargyl-type 1,3-dipolar organic compound
Azacycle
Organic 1,3-dipolar compound
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Secondary aliphatic amine
Organooxygen compound
Organic oxygen compound
Organopnictogen compound
Organic nitrogen compound
Organic oxide
Amine
Hydrocarbon derivative
Organonitrogen compound
Alcohol
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	1.05	ALOGPS
logP	-0.45	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	1.37	ChemAxon
pKa (Strongest Basic)	8.84	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	119.3 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	100.44 m³·mol⁻¹	ChemAxon
Polarizability	40.98 Å³	ChemAxon
Number of Rings	1	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

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

162915115

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s)-n-[(2r,3r,4r)-3-hydroxy-5-[(5r)-5-isopropyl-3,3-dimethyl-2,4-dioxopyrrolidin-1-yl]-4-methyl-5-oxopentan-2-yl]-2-(methylamino)propanimidic acid (NP0169178)

MOL for NP0169178 ((2s)-n-[(2r,3r,4r)-3-hydroxy-5-[(5r)-5-isopropyl-3,3-dimethyl-2,4-dioxopyrrolidin-1-yl]-4-methyl-5-oxopentan-2-yl]-2-(methylamino)propanimidic acid)

3D MOL for NP0169178 ((2s)-n-[(2r,3r,4r)-3-hydroxy-5-[(5r)-5-isopropyl-3,3-dimethyl-2,4-dioxopyrrolidin-1-yl]-4-methyl-5-oxopentan-2-yl]-2-(methylamino)propanimidic acid)

3D SDF for NP0169178 ((2s)-n-[(2r,3r,4r)-3-hydroxy-5-[(5r)-5-isopropyl-3,3-dimethyl-2,4-dioxopyrrolidin-1-yl]-4-methyl-5-oxopentan-2-yl]-2-(methylamino)propanimidic acid)

3D-SDF for NP0169178 ((2s)-n-[(2r,3r,4r)-3-hydroxy-5-[(5r)-5-isopropyl-3,3-dimethyl-2,4-dioxopyrrolidin-1-yl]-4-methyl-5-oxopentan-2-yl]-2-(methylamino)propanimidic acid)

PDB for NP0169178 ((2s)-n-[(2r,3r,4r)-3-hydroxy-5-[(5r)-5-isopropyl-3,3-dimethyl-2,4-dioxopyrrolidin-1-yl]-4-methyl-5-oxopentan-2-yl]-2-(methylamino)propanimidic acid)

3D PDB for NP0169178 ((2s)-n-[(2r,3r,4r)-3-hydroxy-5-[(5r)-5-isopropyl-3,3-dimethyl-2,4-dioxopyrrolidin-1-yl]-4-methyl-5-oxopentan-2-yl]-2-(methylamino)propanimidic acid)

SMILES for NP0169178 ((2s)-n-[(2r,3r,4r)-3-hydroxy-5-[(5r)-5-isopropyl-3,3-dimethyl-2,4-dioxopyrrolidin-1-yl]-4-methyl-5-oxopentan-2-yl]-2-(methylamino)propanimidic acid)

INCHI for NP0169178 ((2s)-n-[(2r,3r,4r)-3-hydroxy-5-[(5r)-5-isopropyl-3,3-dimethyl-2,4-dioxopyrrolidin-1-yl]-4-methyl-5-oxopentan-2-yl]-2-(methylamino)propanimidic acid)

Structure for NP0169178 ((2s)-n-[(2r,3r,4r)-3-hydroxy-5-[(5r)-5-isopropyl-3,3-dimethyl-2,4-dioxopyrrolidin-1-yl]-4-methyl-5-oxopentan-2-yl]-2-(methylamino)propanimidic acid)

3D Structure for NP0169178 ((2s)-n-[(2r,3r,4r)-3-hydroxy-5-[(5r)-5-isopropyl-3,3-dimethyl-2,4-dioxopyrrolidin-1-yl]-4-methyl-5-oxopentan-2-yl]-2-(methylamino)propanimidic acid)