NP-MRD: Showing NP-Card for (2s)-2-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-1-hydroxy-3-sulfanylpropylidene]amino}-4-{[(1r)-1-carboxy-2-sulfanylethyl]-c-hydroxycarbonimidoyl}butanoic acid (NP0261570)

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Record Information

Version

2.0

Created at

2022-09-08 04:03:00 UTC

Updated at

2022-09-08 04:03:00 UTC

NP-MRD ID

NP0261570

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s)-2-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-1-hydroxy-3-sulfanylpropylidene]amino}-4-{[(1r)-1-carboxy-2-sulfanylethyl]-c-hydroxycarbonimidoyl}butanoic acid

Description

(2S)-2-{[(2R)-2-{[(4S)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-1-hydroxy-3-sulfanylpropylidene]amino}-4-{[(1R)-1-carboxy-2-sulfanylethyl]-C-hydroxycarbonimidoyl}butanoic acid belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. Based on a literature review very few articles have been published on (2S)-2-{[(2R)-2-{[(4S)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-1-hydroxy-3-sulfanylpropylidene]amino}-4-{[(1R)-1-carboxy-2-sulfanylethyl]-C-hydroxycarbonimidoyl}butanoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082206032D          

 31 30  0  0  1  0            999 V2000
    4.4270   -2.3349    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270   -3.1599    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7125   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836   -4.3974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691   -3.1599    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546   -3.5724    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8546   -4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401   -4.8099    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743   -3.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401   -2.3349    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743   -1.9224    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5743   -1.0974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2888   -0.6849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2888    0.1401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0033    0.5526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743    0.5526    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743    1.3776    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1401    1.7901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401    2.6151    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2888    1.7901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2888    2.6151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0033    1.3776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2888   -2.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2888   -3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0033   -1.9224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559   -3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414   -4.3974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  4  0  0  0
  5  7  2  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  4  0  0  0
 11 13  2  0  0  0  0
 14 13  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  4  0  0  0
 17 19  2  0  0  0  0
 20 19  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 14 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
  2 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
M  END

     RDKit          3D

 57 56  0  0  0  0  0  0  0  0999 V2000
    6.7317    0.5406   -1.5112 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2922   -0.4349   -0.5284 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9427   -0.9378   -0.9601 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8859    0.1181   -1.0728 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6189    0.8235    0.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6398    1.5921    0.7606 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5044    0.8000    0.8061 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3202    0.0933    0.4169 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3981   -1.3773    0.8465 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5684   -1.4674    2.6474 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1055    0.6311    1.1036 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0122    0.6226    2.4852 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8403    1.0958    0.4103 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0800    1.6548    0.8419 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8112    0.7914    1.8332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1599   -0.5809    1.3231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0324   -0.5860    0.1330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5960   -0.0692   -1.0750 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2024   -1.0666    0.1985 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1836   -1.1609   -0.8304 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.5859    0.2274   -1.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2687    1.0615    0.2236 S   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7670   -2.0216   -1.9617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6379   -2.5756   -1.9408 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5846   -2.2343   -3.0417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8233    2.9897    1.4193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7774    3.6660    1.8421 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5455    3.4793    1.4892 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2259   -1.6183   -0.5291 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9837   -2.5582    0.2653 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3199   -1.7013   -1.3596 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6334    1.5166   -1.1334 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2627    0.4202   -2.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3022    0.0463    0.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6073   -1.7679   -0.2931 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1024   -1.4025   -1.9709 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1916    0.8076   -1.8960 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9593   -0.4040   -1.4388 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5124    2.1653    1.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1935    0.1761   -0.6798 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2406   -1.8426    0.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4581   -1.9006    0.5808 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8976   -1.7651    2.9938 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7770    0.9372    3.0657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7788    1.8026   -0.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7997    1.2905    2.0556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2973    0.6834    2.7985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2125   -1.1568    1.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7168   -1.0836    2.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8355   -0.5131   -1.6025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0981   -1.6223   -0.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7043    0.7762   -1.6029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3603    0.1955   -2.0569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3748    2.4457    0.0037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5110   -2.6670   -2.9639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2990    4.2940    0.9302 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1967   -1.2290   -1.1980 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
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 11 13  2  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 21  1  0
 21 22  1  0
 20 23  1  0
 23 25  1  0
 23 24  2  0
 14 26  1  0
 26 28  1  0
 26 27  2  0
  2 29  1  0
 29 31  1  0
 29 30  2  0
  1 32  1  0
  1 33  1  0
  2 34  1  1
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  6 39  1  0
  8 40  1  6
  9 41  1  0
  9 42  1  0
 10 43  1  0
 12 44  1  0
 14 45  1  6
 15 46  1  0
 15 47  1  0
 16 48  1  0
 16 49  1  0
 18 50  1  0
 20 51  1  1
 21 52  1  0
 21 53  1  0
 22 54  1  0
 25 55  1  0
 28 56  1  0
 31 57  1  0
M  END


  Mrv1652309082206032D          

 31 30  0  0  1  0            999 V2000
    4.4270   -2.3349    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270   -3.1599    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7125   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836   -4.3974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691   -3.1599    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546   -3.5724    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8546   -4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401   -4.8099    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743   -3.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401   -2.3349    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743   -1.9224    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5743   -1.0974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2888   -0.6849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2888    0.1401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0033    0.5526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743    0.5526    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743    1.3776    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1401    1.7901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401    2.6151    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2888    1.7901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2888    2.6151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0033    1.3776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2888   -2.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2888   -3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0033   -1.9224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559   -3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414   -4.3974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  4  0  0  0
  5  7  2  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  4  0  0  0
 11 13  2  0  0  0  0
 14 13  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  4  0  0  0
 17 19  2  0  0  0  0
 20 19  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 14 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
  2 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0261570

> <DATABASE_NAME>
NP-MRD

> <SMILES>
N[C@@H](CCC(O)=N[C@@H](CS)C(O)=N[C@@H](CCC(O)=N[C@@H](CS)C(O)=O)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H26N4O9S2/c17-7(14(24)25)1-3-11(21)18-9(5-30)13(23)20-8(15(26)27)2-4-12(22)19-10(6-31)16(28)29/h7-10,30-31H,1-6,17H2,(H,18,21)(H,19,22)(H,20,23)(H,24,25)(H,26,27)(H,28,29)/t7-,8-,9-,10-/m0/s1

> <INCHI_KEY>
CWZUUVJNFPMPBR-XKNYDFJKSA-N

> <FORMULA>
C16H26N4O9S2

> <MOLECULAR_WEIGHT>
482.52

> <EXACT_MASS>
482.114120781

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
46.92138158563107

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-{[(2R)-2-{[(4S)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-1-hydroxy-3-sulfanylpropylidene]amino}-4-{[(1R)-1-carboxy-2-sulfanylethyl]-C-hydroxycarbonimidoyl}butanoic acid

> <JCHEM_LOGP>
-2.8060119776851327

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.0602477819651472

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.848672750889996

> <JCHEM_PKA_STRONGEST_BASIC>
9.42941095746523

> <JCHEM_POLAR_SURFACE_AREA>
235.68999999999997

> <JCHEM_REFRACTIVITY>
110.98799999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-{[(2R)-2-{[(4S)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-1-hydroxy-3-sulfanylpropylidene]amino}-4-{[(1R)-1-carboxy-2-sulfanylethyl]-C-hydroxycarbonimidoyl}butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  N   UNK     0       8.264  -4.358   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       8.264  -5.898   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.930  -6.668   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.596  -5.898   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.263  -6.668   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       4.263  -8.208   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0       2.929  -5.898   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       1.595  -6.668   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.595  -8.208   0.000  0.00  0.00           C+0
HETATM   10  S   UNK     0       0.262  -8.978   0.000  0.00  0.00           S+0
HETATM   11  C   UNK     0       0.262  -5.898   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.072  -6.668   0.000  0.00  0.00           O+0
HETATM   13  N   UNK     0       0.262  -4.358   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      -1.072  -3.588   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.072  -2.048   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.406  -1.278   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.406   0.262   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -3.739   1.032   0.000  0.00  0.00           O+0
HETATM   19  N   UNK     0      -1.072   1.032   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0      -1.072   2.572   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.262   3.342   0.000  0.00  0.00           C+0
HETATM   22  S   UNK     0       0.262   4.882   0.000  0.00  0.00           S+0
HETATM   23  C   UNK     0      -2.406   3.342   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -2.406   4.882   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -3.739   2.572   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -2.406  -4.358   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -2.406  -5.898   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -3.739  -3.588   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       9.597  -6.668   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      10.931  -5.898   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       9.597  -8.208   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   29                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    8   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   26                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   20   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   14   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29    2   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   60    0
END

View in JSmol

Synonyms

Value	Source
(2S)-2-{[(2R)-2-{[(4S)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-1-hydroxy-3-sulfanylpropylidene]amino}-4-{[(1R)-1-carboxy-2-sulfanylethyl]-C-hydroxycarbonimidoyl}butanoate	Generator
(2S)-2-{[(2R)-2-{[(4S)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-1-hydroxy-3-sulphanylpropylidene]amino}-4-{[(1R)-1-carboxy-2-sulphanylethyl]-C-hydroxycarbonimidoyl}butanoate	Generator
(2S)-2-{[(2R)-2-{[(4S)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-1-hydroxy-3-sulphanylpropylidene]amino}-4-{[(1R)-1-carboxy-2-sulphanylethyl]-C-hydroxycarbonimidoyl}butanoic acid	Generator

Chemical Formula

C₁₆H₂₆N₄O₉S₂

Average Mass

482.5200 Da

Monoisotopic Mass

482.11412 Da

IUPAC Name

(2S)-2-{[(2R)-2-{[(4S)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-1-hydroxy-3-sulfanylpropylidene]amino}-4-{[(1R)-1-carboxy-2-sulfanylethyl]-C-hydroxycarbonimidoyl}butanoic acid

Traditional Name

(2S)-2-{[(2R)-2-{[(4S)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-1-hydroxy-3-sulfanylpropylidene]amino}-4-{[(1R)-1-carboxy-2-sulfanylethyl]-C-hydroxycarbonimidoyl}butanoic acid

CAS Registry Number

Not Available

SMILES

N[C@@H](CCC(O)=N[C@@H](CS)C(O)=N[C@@H](CCC(O)=N[C@@H](CS)C(O)=O)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C16H26N4O9S2/c17-7(14(24)25)1-3-11(21)18-9(5-30)13(23)20-8(15(26)27)2-4-12(22)19-10(6-31)16(28)29/h7-10,30-31H,1-6,17H2,(H,18,21)(H,19,22)(H,20,23)(H,24,25)(H,26,27)(H,28,29)/t7-,8-,9-,10-/m0/s1

InChI Key

CWZUUVJNFPMPBR-XKNYDFJKSA-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 oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
Gamma-glutamyl alpha peptide
Gamma-glutamyl alpha-amino acid
Glutamine or derivatives
N-acyl-l-alpha-amino acid
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Cysteine or derivatives
Alpha-amino acid
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
L-alpha-amino acid
Tricarboxylic acid or derivatives
N-acyl-amine
Fatty acyl
Fatty amide
Secondary carboxylic acid amide
Amino acid
Carboxamide group
Amino acid or derivatives
Alkylthiol
Carboxylic acid
Organic nitrogen compound
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Carbonyl group
Primary amine
Amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	-2.8	ChemAxon
pKa (Strongest Acidic)	1.85	ChemAxon
pKa (Strongest Basic)	9.43	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	235.69 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	110.99 m³·mol⁻¹	ChemAxon
Polarizability	46.92 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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

101600358

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s)-2-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-1-hydroxy-3-sulfanylpropylidene]amino}-4-{[(1r)-1-carboxy-2-sulfanylethyl]-c-hydroxycarbonimidoyl}butanoic acid (NP0261570)

MOL for NP0261570 ((2s)-2-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-1-hydroxy-3-sulfanylpropylidene]amino}-4-{[(1r)-1-carboxy-2-sulfanylethyl]-c-hydroxycarbonimidoyl}butanoic acid)

3D MOL for NP0261570 ((2s)-2-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-1-hydroxy-3-sulfanylpropylidene]amino}-4-{[(1r)-1-carboxy-2-sulfanylethyl]-c-hydroxycarbonimidoyl}butanoic acid)

3D SDF for NP0261570 ((2s)-2-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-1-hydroxy-3-sulfanylpropylidene]amino}-4-{[(1r)-1-carboxy-2-sulfanylethyl]-c-hydroxycarbonimidoyl}butanoic acid)

3D-SDF for NP0261570 ((2s)-2-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-1-hydroxy-3-sulfanylpropylidene]amino}-4-{[(1r)-1-carboxy-2-sulfanylethyl]-c-hydroxycarbonimidoyl}butanoic acid)

PDB for NP0261570 ((2s)-2-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-1-hydroxy-3-sulfanylpropylidene]amino}-4-{[(1r)-1-carboxy-2-sulfanylethyl]-c-hydroxycarbonimidoyl}butanoic acid)

3D PDB for NP0261570 ((2s)-2-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-1-hydroxy-3-sulfanylpropylidene]amino}-4-{[(1r)-1-carboxy-2-sulfanylethyl]-c-hydroxycarbonimidoyl}butanoic acid)

SMILES for NP0261570 ((2s)-2-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-1-hydroxy-3-sulfanylpropylidene]amino}-4-{[(1r)-1-carboxy-2-sulfanylethyl]-c-hydroxycarbonimidoyl}butanoic acid)

INCHI for NP0261570 ((2s)-2-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-1-hydroxy-3-sulfanylpropylidene]amino}-4-{[(1r)-1-carboxy-2-sulfanylethyl]-c-hydroxycarbonimidoyl}butanoic acid)

Structure for NP0261570 ((2s)-2-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-1-hydroxy-3-sulfanylpropylidene]amino}-4-{[(1r)-1-carboxy-2-sulfanylethyl]-c-hydroxycarbonimidoyl}butanoic acid)

3D Structure for NP0261570 ((2s)-2-{[(2r)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-1-hydroxy-3-sulfanylpropylidene]amino}-4-{[(1r)-1-carboxy-2-sulfanylethyl]-c-hydroxycarbonimidoyl}butanoic acid)