NP-MRD: Showing NP-Card for 2-amino-4-[(1-carboxy-2-{[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-en-1-yl]sulfanyl}ethyl)-c-hydroxycarbonimidoyl]butanoic acid (NP0148436)

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Record Information

Version

2.0

Created at

2022-09-02 04:11:08 UTC

Updated at

2022-09-02 04:11:08 UTC

NP-MRD ID

NP0148436

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-amino-4-[(1-carboxy-2-{[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-en-1-yl]sulfanyl}ethyl)-c-hydroxycarbonimidoyl]butanoic acid

Description

2-Amino-4-[(1-carboxy-2-{[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-en-1-yl]sulfanyl}ethyl)-C-hydroxycarbonimidoyl]butanoic acid 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. 2-amino-4-[(1-carboxy-2-{[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-en-1-yl]sulfanyl}ethyl)-c-hydroxycarbonimidoyl]butanoic acid is found in Ananas comosus. 2-Amino-4-[(1-carboxy-2-{[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-en-1-yl]sulfanyl}ethyl)-C-hydroxycarbonimidoyl]butanoic acid is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 04121520472D          

 30 30  0  0  0  0            999 V2000
   -7.1447    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    2.0625    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
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 11 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
  5 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  2  0  0  0  0
  3 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END

     RDKit          3D

 56 56  0  0  0  0  0  0  0  0999 V2000
   -7.2130   -2.1903   -2.7565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0918   -0.8571   -2.3001 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9738   -0.5715   -1.5136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0378   -1.5273   -1.1951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8992   -1.2626   -0.4017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9816   -2.3497   -0.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9890   -2.5555    0.5800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3680   -1.7418    1.6220 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3668   -1.3329    1.1714 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.2827   -0.2566   -0.2874 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6711    0.1416   -0.7524 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4048    0.8488    0.2416 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6387    0.3541    0.7725 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0885   -0.7378    0.3488 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3904    1.0904    1.7985 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6688    0.4120    2.1260 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6523    0.2507    1.0159 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8131   -0.4467    1.6207 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1091    1.5741    0.5250 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3305    2.3198   -0.0739 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4145    2.0264    0.7148 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5310    0.9391   -1.9977 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0369    2.1100   -2.0817 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8663    0.4864   -3.1150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7550    0.0199    0.0525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6855    1.0261   -0.2473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5357    2.3266    0.2172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3966    2.5957    1.0104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7753    0.7019   -1.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7307    1.6575   -1.3558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2792   -2.5142   -3.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0782   -2.3197   -3.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3501   -2.8909   -1.9019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1953   -2.5281   -1.5752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1536   -3.2504   -0.8969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4849   -3.5700    0.4397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2932   -2.3929    2.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9470   -0.8985    1.9266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2562   -0.7778   -1.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2869    0.6471    0.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2359   -0.7963   -1.0019 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0509    1.7530    0.6058 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5814    2.1201    1.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7694    1.2326    2.7296 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4912   -0.6103    2.5589 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1860    1.0251    2.9196 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3255   -0.4024    0.1989 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0491    0.0834    2.5027 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4599   -1.4129    1.8893 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8226    1.9944    1.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3935   -0.3944   -3.1759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9171    0.3396    0.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3634    3.6487    1.3536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5077    2.3226    0.4048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4054    1.9208    1.8901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6799    2.6201   -1.0499 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
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 21  1  0
 19 20  2  0
 11 22  1  0
 22 24  1  0
 22 23  2  0
  5 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 26 29  2  0
 29 30  1  0
 29  3  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  6 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  6
 12 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 17 47  1  6
 18 48  1  0
 18 49  1  0
 21 50  1  0
 24 51  1  0
 25 52  1  0
 28 53  1  0
 28 54  1  0
 28 55  1  0
 30 56  1  0
M  END


  Mrv0541 04121520472D          

 30 30  0  0  0  0            999 V2000
   -7.1447    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    2.0625    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
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 11 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
  5 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  2  0  0  0  0
  3 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0148436

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(C=CCSCC(NC(=O)CCC(N)C(O)=O)C(O)=O)=CC(OC)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C19H26N2O8S/c1-28-14-8-11(9-15(29-2)17(14)23)4-3-7-30-10-13(19(26)27)21-16(22)6-5-12(20)18(24)25/h3-4,8-9,12-13,23H,5-7,10,20H2,1-2H3,(H,21,22)(H,24,25)(H,26,27)

> <INCHI_KEY>
GPHRGVHMPPBSFE-UHFFFAOYSA-N

> <FORMULA>
C19H26N2O8S

> <MOLECULAR_WEIGHT>
442.48

> <EXACT_MASS>
442.140986979

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
45.81151741953775

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-4-[(1-carboxy-2-{[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-en-1-yl]sulfanyl}ethyl)carbamoyl]butanoic acid

> <ALOGPS_LOGP>
-1.29

> <JCHEM_LOGP>
-1.7897296067535353

> <ALOGPS_LOGS>
-3.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.637036516822466

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7741420612499046

> <JCHEM_PKA_STRONGEST_BASIC>
9.062119366231133

> <JCHEM_POLAR_SURFACE_AREA>
168.40999999999997

> <JCHEM_REFRACTIVITY>
110.85009999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.25e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-4-[(1-carboxy-2-{[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-en-1-yl]sulfanyl}ethyl)carbamoyl]butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-APR-15         0                                  
HETATM    1  C   UNK     0     -13.337   6.160   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0     -12.003   6.930   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0     -10.669   6.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.336   6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -8.002   6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.668   6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.335   6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM    9  S   UNK     0      -2.667   6.160   0.000  0.00  0.00           S+0
HETATM   10  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       1.334   6.930   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       6.668   8.470   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       9.336   6.930   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       8.002   4.620   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -8.002   4.620   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -9.336   3.850   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -9.336   2.310   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0     -10.669   1.540   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -10.669   4.620   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0     -12.003   3.850   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   29                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   25                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   22                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   11   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25    5   26                                                       
CONECT   26   25   27   29                                                  
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29   26    3   30                                                  
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   60    0
END

View in JSmol

Synonyms

Value	Source
2-Amino-4-[(1-carboxy-2-{[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-en-1-yl]sulfanyl}ethyl)-C-hydroxycarbonimidoyl]butanoate	Generator
2-Amino-4-[(1-carboxy-2-{[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-en-1-yl]sulphanyl}ethyl)-C-hydroxycarbonimidoyl]butanoate	Generator
2-Amino-4-[(1-carboxy-2-{[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-en-1-yl]sulphanyl}ethyl)-C-hydroxycarbonimidoyl]butanoic acid	Generator

Chemical Formula

C₁₉H₂₆N₂O₈S

Average Mass

442.4800 Da

Monoisotopic Mass

442.14099 Da

IUPAC Name

2-amino-4-[(1-carboxy-2-{[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-en-1-yl]sulfanyl}ethyl)carbamoyl]butanoic acid

Traditional Name

2-amino-4-[(1-carboxy-2-{[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-en-1-yl]sulfanyl}ethyl)carbamoyl]butanoic acid

CAS Registry Number

Not Available

SMILES

COC1=CC(C=CCSCC(NC(=O)CCC(N)C(O)=O)C(O)=O)=CC(OC)=C1O

InChI Identifier

InChI=1S/C19H26N2O8S/c1-28-14-8-11(9-15(29-2)17(14)23)4-3-7-30-10-13(19(26)27)21-16(22)6-5-12(20)18(24)25/h3-4,8-9,12-13,23H,5-7,10,20H2,1-2H3,(H,21,22)(H,24,25)(H,26,27)

InChI Key

GPHRGVHMPPBSFE-UHFFFAOYSA-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
Ananas comosus	LOTUS Database	35616633

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
Gamma-glutamyl alpha-amino acid
Glutamine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Cysteine or derivatives
Alpha-amino acid
Alpha-amino acid or derivatives
Methoxyphenol
Dimethoxybenzene
M-dimethoxybenzene
Phenoxy compound
Anisole
Phenol ether
Styrene
Methoxybenzene
Alkyl aryl ether
Phenol
Fatty amide
Dicarboxylic acid or derivatives
N-acyl-amine
Monocyclic benzene moiety
Benzenoid
Fatty acyl
Amino acid
Carboxamide group
Secondary carboxylic acid amide
Amino acid or derivatives
Ether
Carboxylic acid
Dialkylthioether
Sulfenyl compound
Thioether
Amine
Organic oxygen compound
Organopnictogen compound
Primary aliphatic amine
Organic oxide
Carbonyl group
Organonitrogen compound
Organic nitrogen compound
Organooxygen compound
Organosulfur compound
Primary amine
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	-1.3	ALOGPS
logP	-1.8	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	1.77	ChemAxon
pKa (Strongest Basic)	9.06	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	168.41 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	110.85 m³·mol⁻¹	ChemAxon
Polarizability	45.81 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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-amino-4-[(1-carboxy-2-{[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-en-1-yl]sulfanyl}ethyl)-c-hydroxycarbonimidoyl]butanoic acid (NP0148436)

MOL for NP0148436 (2-amino-4-[(1-carboxy-2-{[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-en-1-yl]sulfanyl}ethyl)-c-hydroxycarbonimidoyl]butanoic acid)

3D MOL for NP0148436 (2-amino-4-[(1-carboxy-2-{[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-en-1-yl]sulfanyl}ethyl)-c-hydroxycarbonimidoyl]butanoic acid)

3D SDF for NP0148436 (2-amino-4-[(1-carboxy-2-{[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-en-1-yl]sulfanyl}ethyl)-c-hydroxycarbonimidoyl]butanoic acid)

3D-SDF for NP0148436 (2-amino-4-[(1-carboxy-2-{[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-en-1-yl]sulfanyl}ethyl)-c-hydroxycarbonimidoyl]butanoic acid)

PDB for NP0148436 (2-amino-4-[(1-carboxy-2-{[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-en-1-yl]sulfanyl}ethyl)-c-hydroxycarbonimidoyl]butanoic acid)

3D PDB for NP0148436 (2-amino-4-[(1-carboxy-2-{[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-en-1-yl]sulfanyl}ethyl)-c-hydroxycarbonimidoyl]butanoic acid)

SMILES for NP0148436 (2-amino-4-[(1-carboxy-2-{[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-en-1-yl]sulfanyl}ethyl)-c-hydroxycarbonimidoyl]butanoic acid)

INCHI for NP0148436 (2-amino-4-[(1-carboxy-2-{[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-en-1-yl]sulfanyl}ethyl)-c-hydroxycarbonimidoyl]butanoic acid)

Structure for NP0148436 (2-amino-4-[(1-carboxy-2-{[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-en-1-yl]sulfanyl}ethyl)-c-hydroxycarbonimidoyl]butanoic acid)

3D Structure for NP0148436 (2-amino-4-[(1-carboxy-2-{[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-en-1-yl]sulfanyl}ethyl)-c-hydroxycarbonimidoyl]butanoic acid)