NP-MRD: Showing NP-Card for (2s,3as,6r,7as)-n-(4-carbamimidamidobutyl)-1-[(2r,3r)-2-{[(2r)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylpentanoyl]-6-(sulfooxy)-octahydroindole-2-carboximidic acid (NP0217943)

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Record Information

Version

2.0

Created at

2022-09-05 18:26:37 UTC

Updated at

2022-09-05 18:26:37 UTC

NP-MRD ID

NP0217943

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,3as,6r,7as)-n-(4-carbamimidamidobutyl)-1-[(2r,3r)-2-{[(2r)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylpentanoyl]-6-(sulfooxy)-octahydroindole-2-carboximidic acid

Description

Aeruginosin 98-B 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. Aeruginosin 98-B is a very strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305311723112D          

 52 54  0  0  1  0            999 V2000
    2.5342    1.9620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1911    0.3481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7496    1.7071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2591    2.5432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9736    2.1307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3080    3.0661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8664    4.4251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6552   -1.9158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0926    3.3211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6510    4.6801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2427   -2.6303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5447    2.1307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6881    2.5432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0897    3.3632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4976   -0.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0052   -1.9158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5780    0.9001    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6949    3.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2427   -1.2013    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2641    4.1280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4177   -2.6303    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4177   -1.2013    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8302    0.0682    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2613    2.5562    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7934    0.6452    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8302    0.8932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3518    2.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6219   -0.1618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1170    2.5432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8315    2.1307    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1170    3.3682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5447    1.3057    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4025    2.1307    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1803    1.1972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1627   -0.4167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0488    4.3830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0459    2.3013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1157    1.3057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1365    2.2591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2350   -0.7138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1322   -3.6467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2968   -4.4717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8302   -4.7737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0052   -3.3447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4177   -4.0592    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.3626    1.1551    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8302   -1.9158    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8302   -3.3447    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4028   -1.1151    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0951    0.4427    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5234    2.8112    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4065    0.0932    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  5  4  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  2  0  0  0  0
 11  8  1  0  0  0  0
 12  4  1  0  0  0  0
 13  5  1  0  0  0  0
 17  2  1  1  0  0  0
 17  3  1  0  0  0  0
 18  6  2  0  0  0  0
 18  7  1  0  0  0  0
 18 14  1  0  0  0  0
 19  8  1  0  0  0  0
 19 15  1  0  0  0  0
 20  9  2  0  0  0  0
 20 10  1  0  0  0  0
 21 11  1  0  0  0  0
 21 16  1  0  0  0  0
 22 16  1  0  0  0  0
 22 19  1  0  0  0  0
 23 15  1  0  0  0  0
 24 14  1  0  0  0  0
 25 17  1  0  0  0  0
 23 26  1  1  0  0  0
 27 24  1  0  0  0  0
 28 25  1  0  0  0  0
 30 29  2  0  0  0  0
 31 29  1  0  0  0  0
 32 12  1  4  0  0  0
 32 26  2  0  0  0  0
 33 13  1  0  0  0  0
 33 29  1  0  0  0  0
 25 34  1  1  0  0  0
 34 27  2  0  0  0  0
 35 22  1  0  0  0  0
 35 23  1  0  0  0  0
 35 28  1  0  0  0  0
 36 20  1  0  0  0  0
 24 37  1  1  0  0  0
 38 26  1  0  0  0  0
 27 39  1  4  0  0  0
 40 28  2  0  0  0  0
 21 44  1  6  0  0  0
 45 41  1  0  0  0  0
 45 42  2  0  0  0  0
 45 43  2  0  0  0  0
 45 44  1  0  0  0  0
 17 46  1  6  0  0  0
 19 47  1  6  0  0  0
 21 48  1  1  0  0  0
 22 49  1  6  0  0  0
 23 50  1  6  0  0  0
 24 51  1  1  0  0  0
 25 52  1  1  0  0  0
M  END


  Mrv1652305311723112D          

 52 54  0  0  1  0            999 V2000
    2.5342    1.9620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1911    0.3481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7496    1.7071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2591    2.5432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9736    2.1307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3080    3.0661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8664    4.4251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6552   -1.9158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0926    3.3211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6510    4.6801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2427   -2.6303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5447    2.1307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6881    2.5432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0897    3.3632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4976   -0.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0052   -1.9158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5780    0.9001    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6949    3.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2427   -1.2013    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2641    4.1280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4177   -2.6303    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4177   -1.2013    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8302    0.0682    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2613    2.5562    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7934    0.6452    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8302    0.8932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3518    2.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6219   -0.1618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1170    2.5432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8315    2.1307    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1170    3.3682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5447    1.3057    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4025    2.1307    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1803    1.1972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1627   -0.4167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0488    4.3830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0459    2.3013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1157    1.3057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1365    2.2591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2350   -0.7138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1322   -3.6467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2968   -4.4717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8302   -4.7737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0052   -3.3447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4177   -4.0592    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.3626    1.1551    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8302   -1.9158    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8302   -3.3447    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4028   -1.1151    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0951    0.4427    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5234    2.8112    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4065    0.0932    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  5  4  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  2  0  0  0  0
 11  8  1  0  0  0  0
 12  4  1  0  0  0  0
 13  5  1  0  0  0  0
 17  2  1  1  0  0  0
 17  3  1  0  0  0  0
 18  6  2  0  0  0  0
 18  7  1  0  0  0  0
 18 14  1  0  0  0  0
 19  8  1  0  0  0  0
 19 15  1  0  0  0  0
 20  9  2  0  0  0  0
 20 10  1  0  0  0  0
 21 11  1  0  0  0  0
 21 16  1  0  0  0  0
 22 16  1  0  0  0  0
 22 19  1  0  0  0  0
 23 15  1  0  0  0  0
 24 14  1  0  0  0  0
 25 17  1  0  0  0  0
 23 26  1  1  0  0  0
 27 24  1  0  0  0  0
 28 25  1  0  0  0  0
 30 29  2  0  0  0  0
 31 29  1  0  0  0  0
 32 12  1  4  0  0  0
 32 26  2  0  0  0  0
 33 13  1  0  0  0  0
 33 29  1  0  0  0  0
 25 34  1  1  0  0  0
 34 27  2  0  0  0  0
 35 22  1  0  0  0  0
 35 23  1  0  0  0  0
 35 28  1  0  0  0  0
 36 20  1  0  0  0  0
 24 37  1  1  0  0  0
 38 26  1  0  0  0  0
 27 39  1  4  0  0  0
 40 28  2  0  0  0  0
 21 44  1  6  0  0  0
 45 41  1  0  0  0  0
 45 42  2  0  0  0  0
 45 43  2  0  0  0  0
 45 44  1  0  0  0  0
 17 46  1  6  0  0  0
 19 47  1  6  0  0  0
 21 48  1  1  0  0  0
 22 49  1  6  0  0  0
 23 50  1  6  0  0  0
 24 51  1  1  0  0  0
 25 52  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0217943

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@](O)(CC1=CC=C(O)C=C1)C(O)=N[C@@]([H])(C(=O)N1[C@@]([H])(C[C@]2([H])CC[C@]([H])(C[C@]12[H])OS(O)(=O)=O)C(O)=NCCCCNC(N)=N)[C@]([H])(C)CC

> <INCHI_IDENTIFIER>
InChI=1S/C29H46N6O9S/c1-3-17(2)25(34-27(39)24(37)14-18-6-9-20(36)10-7-18)28(40)35-22-16-21(44-45(41,42)43)11-8-19(22)15-23(35)26(38)32-12-4-5-13-33-29(30)31/h6-7,9-10,17,19,21-25,36-37H,3-5,8,11-16H2,1-2H3,(H,32,38)(H,34,39)(H4,30,31,33)(H,41,42,43)/t17-,19+,21-,22+,23+,24-,25-/m1/s1

> <INCHI_KEY>
WZVRXEOKWMIDDV-HTKJFTDNSA-N

> <FORMULA>
C29H46N6O9S

> <MOLECULAR_WEIGHT>
654.78

> <EXACT_MASS>
654.304698259

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
91

> <JCHEM_AVERAGE_POLARIZABILITY>
68.70652057650862

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3aS,6R,7aS)-N-(4-carbamimidamidobutyl)-1-[(2R,3R)-2-{[(2R)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylpentanoyl]-6-(sulfooxy)-octahydro-1H-indole-2-carboximidic acid

> <ALOGPS_LOGP>
0.00

> <JCHEM_LOGP>
-0.22093895460090152

> <ALOGPS_LOGS>
-3.67

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
2.871513422443274

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.8316334295300738

> <JCHEM_PKA_STRONGEST_BASIC>
12.061277194823868

> <JCHEM_POLAR_SURFACE_AREA>
251.44999999999993

> <JCHEM_REFRACTIVITY>
175.08780000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.39e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3aS,6R,7aS)-N-(4-carbamimidamidobutyl)-1-[(2R,3R)-2-{[(2R)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylpentanoyl]-6-(sulfooxy)-octahydroindole-2-carboximidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 31-MAY-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   31-MAY-17         0                                  
HETATM    1  C   UNK     0       4.730   3.662   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.090   0.650   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.266   3.187   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.217   4.747   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.551   3.977   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.442   5.723   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.617   8.260   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.090  -3.576   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.906   6.199   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.082   8.736   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.320  -4.910   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.883   3.977   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.884   4.747   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.167   6.278   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.796  -0.778   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.010  -3.576   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.946   1.680   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.297   6.754   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.320  -2.242   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.226   7.706   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.780  -4.910   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.780  -2.242   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.550   0.127   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.488   4.772   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.481   1.204   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.550   1.667   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.657   3.741   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.161  -0.302   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -9.552   4.747   0.000  0.00  0.00           C+0
HETATM   30  N   UNK     0     -10.885   3.977   0.000  0.00  0.00           N+0
HETATM   31  N   UNK     0      -9.552   6.287   0.000  0.00  0.00           N+0
HETATM   32  N   UNK     0      -2.883   2.437   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0      -8.218   3.977   0.000  0.00  0.00           N+0
HETATM   34  N   UNK     0       0.337   2.235   0.000  0.00  0.00           N+0
HETATM   35  N   UNK     0      -0.304  -0.778   0.000  0.00  0.00           N+0
HETATM   36  O   UNK     0       5.691   8.182   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      -1.952   4.296   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      -0.216   2.437   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       2.121   4.217   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       2.305  -1.332   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      -2.113  -6.807   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       0.554  -8.347   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      -1.550  -8.911   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      -0.010  -6.244   0.000  0.00  0.00           O+0
HETATM   45  S   UNK     0      -0.780  -7.577   0.000  0.00  0.00           S+0
HETATM   46  H   UNK     0       4.410   2.156   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.550  -3.576   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0      -1.550  -6.244   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.752  -2.082   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0      -0.178   0.826   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0       0.977   5.248   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0       2.625   0.174   0.000  0.00  0.00           H+0
CONECT    1    3                                                            
CONECT    2   17                                                            
CONECT    3    1   17                                                       
CONECT    4    5   12                                                       
CONECT    5    4   13                                                       
CONECT    6    9   18                                                       
CONECT    7   10   18                                                       
CONECT    8   11   19                                                       
CONECT    9    6   20                                                       
CONECT   10    7   20                                                       
CONECT   11    8   21                                                       
CONECT   12    4   32                                                       
CONECT   13    5   33                                                       
CONECT   14   18   24                                                       
CONECT   15   19   23                                                       
CONECT   16   21   22                                                       
CONECT   17    2    3   25   46                                             
CONECT   18    6    7   14                                                  
CONECT   19    8   15   22   47                                             
CONECT   20    9   10   36                                                  
CONECT   21   11   16   44   48                                             
CONECT   22   16   19   35   49                                             
CONECT   23   15   26   35   50                                             
CONECT   24   14   27   37   51                                             
CONECT   25   17   28   34   52                                             
CONECT   26   23   32   38                                                  
CONECT   27   24   34   39                                                  
CONECT   28   25   35   40                                                  
CONECT   29   30   31   33                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   12   26                                                       
CONECT   33   13   29                                                       
CONECT   34   25   27                                                       
CONECT   35   22   23   28                                                  
CONECT   36   20                                                            
CONECT   37   24                                                            
CONECT   38   26                                                            
CONECT   39   27                                                            
CONECT   40   28                                                            
CONECT   41   45                                                            
CONECT   42   45                                                            
CONECT   43   45                                                            
CONECT   44   21   45                                                       
CONECT   45   41   42   43   44                                             
CONECT   46   17                                                            
CONECT   47   19                                                            
CONECT   48   21                                                            
CONECT   49   22                                                            
CONECT   50   23                                                            
CONECT   51   24                                                            
CONECT   52   25                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  108    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₄₆N₆O₉S

Average Mass

654.7800 Da

Monoisotopic Mass

654.30470 Da

IUPAC Name

(2S,3aS,6R,7aS)-N-(4-carbamimidamidobutyl)-1-[(2R,3R)-2-{[(2R)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylpentanoyl]-6-(sulfooxy)-octahydro-1H-indole-2-carboximidic acid

Traditional Name

(2S,3aS,6R,7aS)-N-(4-carbamimidamidobutyl)-1-[(2R,3R)-2-{[(2R)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylpentanoyl]-6-(sulfooxy)-octahydroindole-2-carboximidic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](O)(CC1=CC=C(O)C=C1)C(O)=N[C@@]([H])(C(=O)N1[C@@]([H])(C[C@]2([H])CC[C@]([H])(C[C@]12[H])OS(O)(=O)=O)C(O)=NCCCCNC(N)=N)[C@]([H])(C)CC

InChI Identifier

InChI=1S/C29H46N6O9S/c1-3-17(2)25(34-27(39)24(37)14-18-6-9-20(36)10-7-18)28(40)35-22-16-21(44-45(41,42)43)11-8-19(22)15-23(35)26(38)32-12-4-5-13-33-29(30)31/h6-7,9-10,17,19,21-25,36-37H,3-5,8,11-16H2,1-2H3,(H,32,38)(H,34,39)(H4,30,31,33)(H,41,42,43)/t17-,19+,21-,22+,23+,24-,25-/m1/s1

InChI Key

WZVRXEOKWMIDDV-HTKJFTDNSA-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 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
Isoleucine or derivatives
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
Indole or derivatives
Pyrrolidine-2-carboxamide
Pyrrolidine carboxylic acid or derivatives
N-acylpyrrolidine
Phenol
1-hydroxy-2-unsubstituted benzenoid
Fatty acyl
Sulfuric acid monoester
Benzenoid
Sulfuric acid ester
Alkyl sulfate
Sulfate-ester
Monocyclic benzene moiety
Fatty amide
Organic sulfuric acid or derivatives
Pyrrolidine
Tertiary carboxylic acid amide
Carboxamide group
Guanidine
Secondary carboxylic acid amide
Secondary alcohol
Organic 1,3-dipolar compound
Organoheterocyclic compound
Azacycle
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic nitrogen compound
Organic oxide
Alcohol
Carbonyl group
Organopnictogen compound
Organic oxygen 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	0	ALOGPS
logP	-0.22	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	-1.8	ChemAxon
pKa (Strongest Basic)	12.06	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	251.45 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	175.09 m³·mol⁻¹	ChemAxon
Polarizability	68.71 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	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

DB04391

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

444346

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,3as,6r,7as)-n-(4-carbamimidamidobutyl)-1-[(2r,3r)-2-{[(2r)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylpentanoyl]-6-(sulfooxy)-octahydroindole-2-carboximidic acid (NP0217943)

MOL for NP0217943 ((2s,3as,6r,7as)-n-(4-carbamimidamidobutyl)-1-[(2r,3r)-2-{[(2r)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylpentanoyl]-6-(sulfooxy)-octahydroindole-2-carboximidic acid)

3D MOL for NP0217943 ((2s,3as,6r,7as)-n-(4-carbamimidamidobutyl)-1-[(2r,3r)-2-{[(2r)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylpentanoyl]-6-(sulfooxy)-octahydroindole-2-carboximidic acid)

3D SDF for NP0217943 ((2s,3as,6r,7as)-n-(4-carbamimidamidobutyl)-1-[(2r,3r)-2-{[(2r)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylpentanoyl]-6-(sulfooxy)-octahydroindole-2-carboximidic acid)

3D-SDF for NP0217943 ((2s,3as,6r,7as)-n-(4-carbamimidamidobutyl)-1-[(2r,3r)-2-{[(2r)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylpentanoyl]-6-(sulfooxy)-octahydroindole-2-carboximidic acid)

PDB for NP0217943 ((2s,3as,6r,7as)-n-(4-carbamimidamidobutyl)-1-[(2r,3r)-2-{[(2r)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylpentanoyl]-6-(sulfooxy)-octahydroindole-2-carboximidic acid)

3D PDB for NP0217943 ((2s,3as,6r,7as)-n-(4-carbamimidamidobutyl)-1-[(2r,3r)-2-{[(2r)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylpentanoyl]-6-(sulfooxy)-octahydroindole-2-carboximidic acid)

SMILES for NP0217943 ((2s,3as,6r,7as)-n-(4-carbamimidamidobutyl)-1-[(2r,3r)-2-{[(2r)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylpentanoyl]-6-(sulfooxy)-octahydroindole-2-carboximidic acid)

INCHI for NP0217943 ((2s,3as,6r,7as)-n-(4-carbamimidamidobutyl)-1-[(2r,3r)-2-{[(2r)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylpentanoyl]-6-(sulfooxy)-octahydroindole-2-carboximidic acid)

Structure for NP0217943 ((2s,3as,6r,7as)-n-(4-carbamimidamidobutyl)-1-[(2r,3r)-2-{[(2r)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylpentanoyl]-6-(sulfooxy)-octahydroindole-2-carboximidic acid)

3D Structure for NP0217943 ((2s,3as,6r,7as)-n-(4-carbamimidamidobutyl)-1-[(2r,3r)-2-{[(2r)-1,2-dihydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-methylpentanoyl]-6-(sulfooxy)-octahydroindole-2-carboximidic acid)