NP-MRD: Showing NP-Card for (2s)-2-{[(2s)-1-hydroxy-2-({hydroxy[(2s)-5-hydroxy-3,4-dihydro-2h-pyrrol-2-yl]methylidene}amino)-3-(c-hydroxycarbonimidoyl)propylidene]amino}-3-(1h-indol-3-yl)propanoic acid (NP0325814)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-12 06:51:48 UTC

Updated at

2022-09-12 06:51:48 UTC

NP-MRD ID

NP0325814

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s)-2-{[(2s)-1-hydroxy-2-({hydroxy[(2s)-5-hydroxy-3,4-dihydro-2h-pyrrol-2-yl]methylidene}amino)-3-(c-hydroxycarbonimidoyl)propylidene]amino}-3-(1h-indol-3-yl)propanoic acid

Description

1Kug 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. (2s)-2-{[(2s)-1-hydroxy-2-({hydroxy[(2s)-5-hydroxy-3,4-dihydro-2h-pyrrol-2-yl]methylidene}amino)-3-(c-hydroxycarbonimidoyl)propylidene]amino}-3-(1h-indol-3-yl)propanoic acid is found in Ovophis okinavensis. Based on a literature review very few articles have been published on 1kug.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122208512D          

 31 33  0  0  1  0            999 V2000
   -3.4060   -3.7923    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5990   -3.6207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3441   -2.8361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0470   -4.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2400   -4.0623    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6880   -4.6754    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9429   -5.4600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7499   -5.6315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3909   -6.0731    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4296   -5.9869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7651   -6.7406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1520   -7.2926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2383   -8.1131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5624   -6.8801    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9851   -3.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5371   -2.6646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -3.1062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -2.3215    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4752   -1.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2203   -0.9238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2822   -1.8800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  6  7  2  0  0  0  0
  7  8  1  4  0  0  0
  9  7  1  6  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
 12 14  2  0  0  0  0
  9 14  1  0  0  0  0
  5 15  1  0  0  0  0
 15 16  1  4  0  0  0
 15 17  2  0  0  0  0
 18 17  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 20 28  1  0  0  0  0
 23 28  1  0  0  0  0
 18 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
M  END

     RDKit          3D

 54 56  0  0  0  0  0  0  0  0999 V2000
   -4.6565   -3.9945    0.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7090   -3.6519    0.4803 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0841   -2.7872    1.1970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7101   -2.3006    2.3445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7312   -2.3333    0.7928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7175   -0.8315    0.5527 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6491   -0.5628   -0.4837 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5462    0.3063   -0.5822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3104    0.3086   -1.7538 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8237    1.3065    0.4650 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2353    1.1511    0.9774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9947    1.9587   -0.0860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9724    2.9719   -0.4338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2672    4.1887   -1.0282 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7968    2.5919   -0.1223 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3705   -0.3944    0.0840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1800    0.9367   -0.1794 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5450   -1.2643   -0.0534 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8514   -0.8387   -0.5084 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8572   -1.3518    0.5143 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1933   -0.9314    0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1322   -1.7499   -0.5169 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2228   -1.0313   -0.7843 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9946    0.2419   -0.3728 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8143    1.3485   -0.4325 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3722    2.5493    0.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1020    2.6627    0.5972 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3006    1.5504    0.6480 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7277    0.3172    0.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1113   -1.4005   -1.8387 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2203   -1.1442   -2.4144 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1677   -2.1933   -2.4531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9273   -3.0132    3.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4110   -2.9035   -0.0765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0551   -2.5677    1.6621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8870   -0.3447    1.5187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0149    0.8644   -2.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1594    1.1962    1.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3226    1.6152    1.9719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5699    0.0950    0.9748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2509    1.2698   -0.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8983    2.4324    0.3613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7509    4.5503   -1.8092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7374    1.6810    0.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9002    0.2740   -0.5790 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7657   -2.4686    0.4898 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5942   -1.0167    1.5193 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0087   -2.8180   -0.7329 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1160   -1.3537   -1.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8206    1.2700   -0.8646 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9988    3.4253    0.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7567    3.6327    0.9805 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.6031    1.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8659   -3.0519   -2.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0
  3  2  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
  6 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 19 30  1  0
 30 32  1  0
 30 31  2  0
 15 10  1  0
 29 21  1  0
 29 24  1  0
  4 33  1  0
  2  1  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  1
  9 37  1  0
 10 38  1  1
 11 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 14 43  1  0
 17 44  1  0
 19 45  1  6
 20 46  1  0
 20 47  1  0
 22 48  1  0
 23 49  1  0
 25 50  1  0
 26 51  1  0
 27 52  1  0
 28 53  1  0
 32 54  1  0
M  END


  Mrv1652309122208512D          

 31 33  0  0  1  0            999 V2000
   -3.4060   -3.7923    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5990   -3.6207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3441   -2.8361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0470   -4.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2400   -4.0623    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6880   -4.6754    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9429   -5.4600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7499   -5.6315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3909   -6.0731    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4296   -5.9869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7651   -6.7406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1520   -7.2926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2383   -8.1131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5624   -6.8801    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9851   -3.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5371   -2.6646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -3.1062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -2.3215    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4752   -1.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2203   -0.9238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2822   -1.8800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  6  7  2  0  0  0  0
  7  8  1  4  0  0  0
  9  7  1  6  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
 12 14  2  0  0  0  0
  9 14  1  0  0  0  0
  5 15  1  0  0  0  0
 15 16  1  4  0  0  0
 15 17  2  0  0  0  0
 18 17  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 20 28  1  0  0  0  0
 23 28  1  0  0  0  0
 18 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0325814

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=N)C[C@H](N=C(O)[C@@H]1CCC(O)=N1)C(O)=N[C@@H](CC1=CNC2=CC=CC=C12)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H23N5O6/c21-16(26)8-14(24-18(28)13-5-6-17(27)23-13)19(29)25-15(20(30)31)7-10-9-22-12-4-2-1-3-11(10)12/h1-4,9,13-15,22H,5-8H2,(H2,21,26)(H,23,27)(H,24,28)(H,25,29)(H,30,31)/t13-,14-,15-/m0/s1

> <INCHI_KEY>
PEKCKCSKJLOOLM-KKUMJFAQSA-N

> <FORMULA>
C20H23N5O6

> <MOLECULAR_WEIGHT>
429.433

> <EXACT_MASS>
429.164833481

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
41.339737055903676

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-{[(2S)-1-hydroxy-2-({hydroxy[(2S)-5-hydroxy-3,4-dihydro-2H-pyrrol-2-yl]methylidene}amino)-3-(C-hydroxycarbonimidoyl)propylidene]amino}-3-(1H-indol-3-yl)propanoic acid

> <JCHEM_LOGP>
-1.2789754956446817

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.355918775842269

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.5027047057055976

> <JCHEM_PKA_STRONGEST_BASIC>
12.793837108071129

> <JCHEM_POLAR_SURFACE_AREA>
194.94

> <JCHEM_REFRACTIVITY>
118.74740000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-{[(2S)-1-hydroxy-2-({hydroxy[(2S)-5-hydroxy-3,4-dihydro-2H-pyrrol-2-yl]methylidene}amino)-3-(C-hydroxycarbonimidoyl)propylidene]amino}-3-(1H-indol-3-yl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  N   UNK     0      -6.358  -7.079   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      -4.852  -6.759   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -4.376  -5.294   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -3.821  -7.903   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.315  -7.583   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -1.284  -8.727   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -1.760 -10.192   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -3.267 -10.512   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.730 -11.336   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.802 -11.176   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.428 -12.582   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.284 -13.613   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.445 -15.144   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0      -1.050 -12.843   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      -1.839  -6.118   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -2.869  -4.974   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0      -0.333  -5.798   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       0.143  -4.334   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.887  -3.189   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -0.411  -1.724   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -2.393  -3.509   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   15                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12    9                                                       
CONECT   15    5   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   29                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   28                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   20   23                                                  
CONECT   29   18   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₃N₅O₆

Average Mass

429.4330 Da

Monoisotopic Mass

429.16483 Da

IUPAC Name

(2S)-2-{[(2S)-1-hydroxy-2-({hydroxy[(2S)-5-hydroxy-3,4-dihydro-2H-pyrrol-2-yl]methylidene}amino)-3-(C-hydroxycarbonimidoyl)propylidene]amino}-3-(1H-indol-3-yl)propanoic acid

Traditional Name

(2S)-2-{[(2S)-1-hydroxy-2-({hydroxy[(2S)-5-hydroxy-3,4-dihydro-2H-pyrrol-2-yl]methylidene}amino)-3-(C-hydroxycarbonimidoyl)propylidene]amino}-3-(1H-indol-3-yl)propanoic acid

CAS Registry Number

Not Available

SMILES

OC(=N)C[C@H](N=C(O)[C@@H]1CCC(O)=N1)C(O)=N[C@@H](CC1=CNC2=CC=CC=C12)C(O)=O

InChI Identifier

InChI=1S/C20H23N5O6/c21-16(26)8-14(24-18(28)13-5-6-17(27)23-13)19(29)25-15(20(30)31)7-10-9-22-12-4-2-1-3-11(10)12/h1-4,9,13-15,22H,5-8H2,(H2,21,26)(H,23,27)(H,24,28)(H,25,29)(H,30,31)/t13-,14-,15-/m0/s1

InChI Key

PEKCKCSKJLOOLM-KKUMJFAQSA-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
Ovophis okinavensis	LOTUS Database	35616633

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
Asparagine or derivatives
Proline or derivatives
N-acyl-l-alpha-amino acid
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Indolyl carboxylic acid derivative
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
3-alkylindole
Indole
Indole or derivatives
Pyrrolidine carboxylic acid or derivatives
Pyrrolidine-2-carboxamide
Substituted pyrrole
Benzenoid
2-pyrrolidone
Pyrrolidone
Fatty amide
N-acyl-amine
Fatty acyl
Pyrrolidine
Heteroaromatic compound
Pyrrole
Primary carboxylic acid amide
Carboxamide group
Lactam
Secondary carboxylic acid amide
Azacycle
Carboxylic acid
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Organooxygen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	ChemAxon
pKa (Strongest Acidic)	-1.5	ChemAxon
pKa (Strongest Basic)	12.79	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	194.94 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	118.75 m³·mol⁻¹	ChemAxon
Polarizability	41.34 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

394066

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

446808

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-{[(2s)-1-hydroxy-2-({hydroxy[(2s)-5-hydroxy-3,4-dihydro-2h-pyrrol-2-yl]methylidene}amino)-3-(c-hydroxycarbonimidoyl)propylidene]amino}-3-(1h-indol-3-yl)propanoic acid (NP0325814)

MOL for NP0325814 ((2s)-2-{[(2s)-1-hydroxy-2-({hydroxy[(2s)-5-hydroxy-3,4-dihydro-2h-pyrrol-2-yl]methylidene}amino)-3-(c-hydroxycarbonimidoyl)propylidene]amino}-3-(1h-indol-3-yl)propanoic acid)

3D MOL for NP0325814 ((2s)-2-{[(2s)-1-hydroxy-2-({hydroxy[(2s)-5-hydroxy-3,4-dihydro-2h-pyrrol-2-yl]methylidene}amino)-3-(c-hydroxycarbonimidoyl)propylidene]amino}-3-(1h-indol-3-yl)propanoic acid)

3D SDF for NP0325814 ((2s)-2-{[(2s)-1-hydroxy-2-({hydroxy[(2s)-5-hydroxy-3,4-dihydro-2h-pyrrol-2-yl]methylidene}amino)-3-(c-hydroxycarbonimidoyl)propylidene]amino}-3-(1h-indol-3-yl)propanoic acid)

3D-SDF for NP0325814 ((2s)-2-{[(2s)-1-hydroxy-2-({hydroxy[(2s)-5-hydroxy-3,4-dihydro-2h-pyrrol-2-yl]methylidene}amino)-3-(c-hydroxycarbonimidoyl)propylidene]amino}-3-(1h-indol-3-yl)propanoic acid)

PDB for NP0325814 ((2s)-2-{[(2s)-1-hydroxy-2-({hydroxy[(2s)-5-hydroxy-3,4-dihydro-2h-pyrrol-2-yl]methylidene}amino)-3-(c-hydroxycarbonimidoyl)propylidene]amino}-3-(1h-indol-3-yl)propanoic acid)

3D PDB for NP0325814 ((2s)-2-{[(2s)-1-hydroxy-2-({hydroxy[(2s)-5-hydroxy-3,4-dihydro-2h-pyrrol-2-yl]methylidene}amino)-3-(c-hydroxycarbonimidoyl)propylidene]amino}-3-(1h-indol-3-yl)propanoic acid)

SMILES for NP0325814 ((2s)-2-{[(2s)-1-hydroxy-2-({hydroxy[(2s)-5-hydroxy-3,4-dihydro-2h-pyrrol-2-yl]methylidene}amino)-3-(c-hydroxycarbonimidoyl)propylidene]amino}-3-(1h-indol-3-yl)propanoic acid)

INCHI for NP0325814 ((2s)-2-{[(2s)-1-hydroxy-2-({hydroxy[(2s)-5-hydroxy-3,4-dihydro-2h-pyrrol-2-yl]methylidene}amino)-3-(c-hydroxycarbonimidoyl)propylidene]amino}-3-(1h-indol-3-yl)propanoic acid)

Structure for NP0325814 ((2s)-2-{[(2s)-1-hydroxy-2-({hydroxy[(2s)-5-hydroxy-3,4-dihydro-2h-pyrrol-2-yl]methylidene}amino)-3-(c-hydroxycarbonimidoyl)propylidene]amino}-3-(1h-indol-3-yl)propanoic acid)

3D Structure for NP0325814 ((2s)-2-{[(2s)-1-hydroxy-2-({hydroxy[(2s)-5-hydroxy-3,4-dihydro-2h-pyrrol-2-yl]methylidene}amino)-3-(c-hydroxycarbonimidoyl)propylidene]amino}-3-(1h-indol-3-yl)propanoic acid)