NP-MRD: Showing NP-Card for methyl (2s)-3-{[(2s)-3-methoxy-2-[(3r)-3-methyl-2,5-dioxopyrrolidin-1-yl]-3-oxopropyl]disulfanyl}-2-[(3r)-3-methyl-2,5-dioxopyrrolidin-1-yl]propanoate (NP0307051)

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Record Information

Version

2.0

Created at

2022-09-10 23:55:03 UTC

Updated at

2022-09-10 23:55:03 UTC

NP-MRD ID

NP0307051

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (2s)-3-{[(2s)-3-methoxy-2-[(3r)-3-methyl-2,5-dioxopyrrolidin-1-yl]-3-oxopropyl]disulfanyl}-2-[(3r)-3-methyl-2,5-dioxopyrrolidin-1-yl]propanoate

Description

Violaceimide E belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids. methyl (2s)-3-{[(2s)-3-methoxy-2-[(3r)-3-methyl-2,5-dioxopyrrolidin-1-yl]-3-oxopropyl]disulfanyl}-2-[(3r)-3-methyl-2,5-dioxopyrrolidin-1-yl]propanoate is found in Aspergillus violaceus. Based on a literature review very few articles have been published on Violaceimide E.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112201552D          

 30 31  0  0  1  0            999 V2000
    0.6090   -0.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0215   -1.2111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8465   -1.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2590   -0.4966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2590   -1.9256    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0840   -1.9256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4965   -1.2111    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.3215   -1.2111    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.7340   -0.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5590   -0.4966    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9715   -1.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5590   -1.9256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7965   -1.2111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2090   -1.9256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9715    0.2179    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6360    0.9715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8290    1.1431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2491    1.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9635    1.1111    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7172    1.4466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7920    0.3041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3440   -0.3090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8465   -2.6400    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1821   -3.3937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9891   -3.5652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5690   -3.9457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8545   -3.5332    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1008   -3.8688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0261   -2.7263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4740   -2.1132    0.0000 O   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  2  0  0  0  0
  5  3  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 15 21  1  0  0  0  0
 21 22  2  0  0  0  0
  5 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  0  0  0  0
 23 29  1  0  0  0  0
 29 30  2  0  0  0  0
M  END

     RDKit          3D

 54 55  0  0  0  0  0  0  0  0999 V2000
    2.8330   -3.3487   -0.8826 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1699   -2.0034   -0.7219 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7352   -0.9823   -1.5405 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9814   -1.2620   -2.5012 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1206    0.4294   -1.3349 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8929    1.3472   -1.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9390    0.7652    0.1865 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1761   -1.1555   -0.3087 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4640   -0.8419   -1.0773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3217   -0.2866    0.0062 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3856   -1.3507    1.0669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3148   -1.8376    1.5350 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6060   -1.7839    1.5186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7139   -2.7868    2.5221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6584    0.0378   -0.3638 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6180   -0.7553   -1.0664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3377   -1.8913   -1.5171 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8759    0.0103   -1.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4245    1.4410   -0.9604 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4877    2.2933   -0.3008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2619    1.2949   -0.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8928    2.1370    0.8427 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9669    0.6344   -0.2030 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7670    0.3335    1.1720 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9647   -0.5183    1.6333 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6503    1.1748    2.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4914    1.9577    1.0426 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9444    1.8702    1.4457 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2730    1.2451   -0.2656 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1065    1.2231   -1.1947 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8586   -3.6239   -0.4101 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6086   -4.0121   -0.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7516   -3.6719   -1.9443 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6265    0.7695   -2.2752 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2976    2.3546   -1.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3353    1.3348   -2.1789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2796   -0.2038   -1.9318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8291   -1.8199   -1.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8514    0.5710    0.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3821   -2.3177    3.4754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7598   -3.1134    2.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0456   -3.6221    2.2037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4285   -0.1488   -2.0720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5168   -0.2359   -0.2351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0943    1.8690   -1.9295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9684    1.7190    0.5214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0512    3.2419    0.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2788    2.5369   -1.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0416    1.8939    2.5859 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2600    0.5016    2.6521 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1466    3.0111    0.9521 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5384    1.8434    0.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2381    2.7791    2.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1334    0.9531    2.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
  5 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 21 15  1  0
 29 23  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  5 34  1  6
  6 35  1  0
  6 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  1
 18 43  1  0
 18 44  1  0
 19 45  1  6
 20 46  1  0
 20 47  1  0
 20 48  1  0
 14 40  1  0
 14 41  1  0
 14 42  1  0
 26 49  1  0
 26 50  1  0
 27 51  1  6
 28 52  1  0
 28 53  1  0
 28 54  1  0
M  END


  Mrv1652309112201552D          

 30 31  0  0  1  0            999 V2000
    0.6090   -0.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0215   -1.2111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8465   -1.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2590   -0.4966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2590   -1.9256    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0840   -1.9256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4965   -1.2111    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.3215   -1.2111    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.7340   -0.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5590   -0.4966    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9715   -1.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5590   -1.9256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7965   -1.2111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2090   -1.9256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9715    0.2179    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6360    0.9715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8290    1.1431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2491    1.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9635    1.1111    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7172    1.4466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7920    0.3041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3440   -0.3090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8465   -2.6400    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1821   -3.3937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9891   -3.5652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5690   -3.9457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8545   -3.5332    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1008   -3.8688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0261   -2.7263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4740   -2.1132    0.0000 O   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  2  0  0  0  0
  5  3  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 15 21  1  0  0  0  0
 21 22  2  0  0  0  0
  5 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  0  0  0  0
 23 29  1  0  0  0  0
 29 30  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0307051

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@@H](CSSC[C@@H](N1C(=O)C[C@@H](C)C1=O)C(=O)OC)N1C(=O)C[C@@H](C)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H24N2O8S2/c1-9-5-13(21)19(15(9)23)11(17(25)27-3)7-29-30-8-12(18(26)28-4)20-14(22)6-10(2)16(20)24/h9-12H,5-8H2,1-4H3/t9-,10-,11-,12-/m1/s1

> <INCHI_KEY>
HRBIMIDVYGKICH-DDHJBXDOSA-N

> <FORMULA>
C18H24N2O8S2

> <MOLECULAR_WEIGHT>
460.52

> <EXACT_MASS>
460.097408089

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
44.74721991609033

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2S)-3-{[(2S)-3-methoxy-2-[(3R)-3-methyl-2,5-dioxopyrrolidin-1-yl]-3-oxopropyl]disulfanyl}-2-[(3R)-3-methyl-2,5-dioxopyrrolidin-1-yl]propanoate

> <JCHEM_LOGP>
-0.2837967519999999

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.483759973727398

> <JCHEM_POLAR_SURFACE_AREA>
127.36000000000001

> <JCHEM_REFRACTIVITY>
108.07759999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2S)-3-{[(2S)-3-methoxy-2-[(3R)-3-methyl-2,5-dioxopyrrolidin-1-yl]-3-oxopropyl]disulfanyl}-2-[(3R)-3-methyl-2,5-dioxopyrrolidin-1-yl]propanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0       1.137  -0.927   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.907  -2.261   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.447  -2.261   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.217  -0.927   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.217  -3.594   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.757  -3.594   0.000  0.00  0.00           C+0
HETATM    7  S   UNK     0       6.527  -2.261   0.000  0.00  0.00           S+0
HETATM    8  S   UNK     0       8.067  -2.261   0.000  0.00  0.00           S+0
HETATM    9  C   UNK     0       8.837  -0.927   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.377  -0.927   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.147  -2.261   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      10.377  -3.594   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      12.687  -2.261   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      13.457  -3.594   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      11.147   0.407   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      10.520   1.814   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       9.014   2.134   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      11.665   2.844   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.999   2.074   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.405   2.700   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.678   0.568   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      13.709  -0.577   0.000  0.00  0.00           O+0
HETATM   23  N   UNK     0       3.447  -4.928   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0       4.073  -6.335   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.580  -6.655   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       2.929  -7.365   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.595  -6.595   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.188  -7.222   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.915  -5.089   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       0.885  -3.945   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   23                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13                                                            
CONECT   15   10   16   21                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   15   22                                                  
CONECT   22   21                                                            
CONECT   23    5   24   29                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   23   30                                                  
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₂₄N₂O₈S₂

Average Mass

460.5200 Da

Monoisotopic Mass

460.09741 Da

IUPAC Name

methyl (2S)-3-{[(2S)-3-methoxy-2-[(3R)-3-methyl-2,5-dioxopyrrolidin-1-yl]-3-oxopropyl]disulfanyl}-2-[(3R)-3-methyl-2,5-dioxopyrrolidin-1-yl]propanoate

Traditional Name

methyl (2S)-3-{[(2S)-3-methoxy-2-[(3R)-3-methyl-2,5-dioxopyrrolidin-1-yl]-3-oxopropyl]disulfanyl}-2-[(3R)-3-methyl-2,5-dioxopyrrolidin-1-yl]propanoate

CAS Registry Number

Not Available

SMILES

COC(=O)[C@@H](CSSC[C@@H](N1C(=O)C[C@@H](C)C1=O)C(=O)OC)N1C(=O)C[C@@H](C)C1=O

InChI Identifier

InChI=1S/C18H24N2O8S2/c1-9-5-13(21)19(15(9)23)11(17(25)27-3)7-29-30-8-12(18(26)28-4)20-14(22)6-10(2)16(20)24/h9-12H,5-8H2,1-4H3/t9-,10-,11-,12-/m1/s1

InChI Key

HRBIMIDVYGKICH-DDHJBXDOSA-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
Aspergillus violaceus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acid esters

Alternative Parents

Substituents

Alpha-amino acid ester
Cysteine or derivatives
N-alkylpyrrolidine
2-pyrrolidone
Pyrrolidone
Carboxylic acid imide, n-substituted
Dicarboxylic acid or derivatives
Methyl ester
Pyrrolidine
Dicarboximide
Carboxylic acid imide
Dialkyldisulfide
Organic disulfide
Lactam
Carboxylic acid ester
Azacycle
Organoheterocyclic compound
Sulfenyl compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organosulfur compound
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	-0.28	ChemAxon
pKa (Strongest Basic)	-6.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	127.36 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	108.08 m³·mol⁻¹	ChemAxon
Polarizability	44.75 Å³	ChemAxon
Number of Rings	2	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

Not Available

Chemspider ID

78439421

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139591261

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (2s)-3-{[(2s)-3-methoxy-2-[(3r)-3-methyl-2,5-dioxopyrrolidin-1-yl]-3-oxopropyl]disulfanyl}-2-[(3r)-3-methyl-2,5-dioxopyrrolidin-1-yl]propanoate (NP0307051)

MOL for NP0307051 (methyl (2s)-3-{[(2s)-3-methoxy-2-[(3r)-3-methyl-2,5-dioxopyrrolidin-1-yl]-3-oxopropyl]disulfanyl}-2-[(3r)-3-methyl-2,5-dioxopyrrolidin-1-yl]propanoate)

3D MOL for NP0307051 (methyl (2s)-3-{[(2s)-3-methoxy-2-[(3r)-3-methyl-2,5-dioxopyrrolidin-1-yl]-3-oxopropyl]disulfanyl}-2-[(3r)-3-methyl-2,5-dioxopyrrolidin-1-yl]propanoate)

3D SDF for NP0307051 (methyl (2s)-3-{[(2s)-3-methoxy-2-[(3r)-3-methyl-2,5-dioxopyrrolidin-1-yl]-3-oxopropyl]disulfanyl}-2-[(3r)-3-methyl-2,5-dioxopyrrolidin-1-yl]propanoate)

3D-SDF for NP0307051 (methyl (2s)-3-{[(2s)-3-methoxy-2-[(3r)-3-methyl-2,5-dioxopyrrolidin-1-yl]-3-oxopropyl]disulfanyl}-2-[(3r)-3-methyl-2,5-dioxopyrrolidin-1-yl]propanoate)

PDB for NP0307051 (methyl (2s)-3-{[(2s)-3-methoxy-2-[(3r)-3-methyl-2,5-dioxopyrrolidin-1-yl]-3-oxopropyl]disulfanyl}-2-[(3r)-3-methyl-2,5-dioxopyrrolidin-1-yl]propanoate)

3D PDB for NP0307051 (methyl (2s)-3-{[(2s)-3-methoxy-2-[(3r)-3-methyl-2,5-dioxopyrrolidin-1-yl]-3-oxopropyl]disulfanyl}-2-[(3r)-3-methyl-2,5-dioxopyrrolidin-1-yl]propanoate)

SMILES for NP0307051 (methyl (2s)-3-{[(2s)-3-methoxy-2-[(3r)-3-methyl-2,5-dioxopyrrolidin-1-yl]-3-oxopropyl]disulfanyl}-2-[(3r)-3-methyl-2,5-dioxopyrrolidin-1-yl]propanoate)

INCHI for NP0307051 (methyl (2s)-3-{[(2s)-3-methoxy-2-[(3r)-3-methyl-2,5-dioxopyrrolidin-1-yl]-3-oxopropyl]disulfanyl}-2-[(3r)-3-methyl-2,5-dioxopyrrolidin-1-yl]propanoate)

Structure for NP0307051 (methyl (2s)-3-{[(2s)-3-methoxy-2-[(3r)-3-methyl-2,5-dioxopyrrolidin-1-yl]-3-oxopropyl]disulfanyl}-2-[(3r)-3-methyl-2,5-dioxopyrrolidin-1-yl]propanoate)

3D Structure for NP0307051 (methyl (2s)-3-{[(2s)-3-methoxy-2-[(3r)-3-methyl-2,5-dioxopyrrolidin-1-yl]-3-oxopropyl]disulfanyl}-2-[(3r)-3-methyl-2,5-dioxopyrrolidin-1-yl]propanoate)