NP-MRD: Showing NP-Card for (2s)-2-{[(2s)-2-{[(2s)-2-amino-1-hydroxy-3-(3h-imidazol-4-yl)propylidene]amino}-1-hydroxy-3-(3h-imidazol-4-yl)propylidene]amino}-4-methylpentanoic acid (NP0171109)

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Record Information

Version

2.0

Created at

2022-09-03 07:29:31 UTC

Updated at

2022-09-03 07:29:31 UTC

NP-MRD ID

NP0171109

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s)-2-{[(2s)-2-{[(2s)-2-amino-1-hydroxy-3-(3h-imidazol-4-yl)propylidene]amino}-1-hydroxy-3-(3h-imidazol-4-yl)propylidene]amino}-4-methylpentanoic acid

Description

His-His-Leu 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)-2-{[(2s)-2-amino-1-hydroxy-3-(3h-imidazol-4-yl)propylidene]amino}-1-hydroxy-3-(3h-imidazol-4-yl)propylidene]amino}-4-methylpentanoic acid is found in Glycine max. (2s)-2-{[(2s)-2-{[(2s)-2-amino-1-hydroxy-3-(3h-imidazol-4-yl)propylidene]amino}-1-hydroxy-3-(3h-imidazol-4-yl)propylidene]amino}-4-methylpentanoic acid was first documented in 2003 (PMID: 12694258). Based on a literature review a small amount of articles have been published on His-His-Leu (PMID: 33341803) (PMID: 18050913).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032209292D          

 29 30  0  0  1  0            999 V2000
    5.1669   -3.3062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8814   -2.8937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5959   -3.3062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8814   -2.0687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5959   -1.6562    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5959   -0.8312    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3103   -0.4187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0248   -0.8312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3103    0.4063    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0248    0.8188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7393    0.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8255   -0.4142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6325   -0.5857    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0450    0.1287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4930    0.7418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5959    0.8188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5959    1.6438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3103    2.0563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8814    2.0563    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1669    1.6438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8814    2.8813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5959    3.2938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6821    4.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4891    4.2858    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9016    3.5713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3495    2.9582    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3103   -2.0687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0248   -1.6562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3103   -2.8937    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  6  7  2  0  0  0  0
  7  8  1  4  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 11 15  1  0  0  0  0
  9 16  1  1  0  0  0
 16 17  2  0  0  0  0
 17 18  1  4  0  0  0
 17 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 22 26  1  0  0  0  0
  5 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
M  END

     RDKit          3D

 56 57  0  0  0  0  0  0  0  0999 V2000
    3.3798    3.0358   -1.6666 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8308    1.8564   -0.7539 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6355    2.5364    0.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6333    1.1263   -0.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7874   -0.0889    0.5575 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3995   -0.5252    0.8235 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1175   -1.5384    1.5072 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1347   -2.3064    2.0531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2747   -1.9638    1.7670 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5229   -3.3799    1.3181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3190   -3.6512   -0.0947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2869   -3.5767   -1.0734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7245   -3.8952   -2.2472 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5567   -4.1679   -2.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8042   -4.0192   -0.7412 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2838   -1.0282    1.4593 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5042   -0.3610    0.4130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7103   -0.4525   -0.7084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6550    0.5828    0.3224 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1120    1.9251    0.0631 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5841    0.2479   -0.7977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6838    1.2465   -0.7920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8741    1.1338   -0.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6242    2.2209   -0.3303 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9478    3.0337   -1.1520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7790    2.4303   -1.4206 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5332    0.0767    1.7806 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7781    0.0236    1.8782 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8110    0.3169    2.9595 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2696    3.6690   -1.8046 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6106    3.6246   -1.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0292    2.5721   -2.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5005    1.2411   -1.3454 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7999    3.6263    0.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1254    2.5253    1.3174 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6227    2.0656    0.4434 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9475    1.8727    0.2481 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0315    0.8597   -1.2125 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2372   -0.8981   -0.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0857   -2.5038    3.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3052   -2.0536    2.9174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5786   -3.6220    1.5786 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0995   -4.0447    1.9870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3183   -3.3117   -0.9414 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2402   -4.4557   -2.8514 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7405   -4.1743   -0.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3931    0.4172   -1.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2199    0.5727    1.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7310    1.9806   -0.8951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8710    2.6426    0.1863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0879    0.3440   -1.7990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0158   -0.7555   -0.7325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1171    0.2661    0.5238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2923    4.0131   -1.5324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0412    2.8371   -2.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1160   -0.1491    3.8191 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
  9 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
  5 27  1  0
 27 29  1  0
 27 28  2  0
 15 11  1  0
 26 22  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  6
  8 40  1  0
  9 41  1  1
 10 42  1  0
 10 43  1  0
 12 44  1  0
 14 45  1  0
 15 46  1  0
 18 47  1  0
 19 48  1  1
 20 49  1  0
 20 50  1  0
 21 51  1  0
 21 52  1  0
 23 53  1  0
 25 54  1  0
 26 55  1  0
 29 56  1  0
M  END


  Mrv1652309032209292D          

 29 30  0  0  1  0            999 V2000
    5.1669   -3.3062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8814   -2.8937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5959   -3.3062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8814   -2.0687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5959   -1.6562    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5959   -0.8312    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3103   -0.4187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0248   -0.8312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3103    0.4063    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0248    0.8188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7393    0.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8255   -0.4142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6325   -0.5857    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0450    0.1287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4930    0.7418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5959    0.8188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5959    1.6438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3103    2.0563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8814    2.0563    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1669    1.6438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8814    2.8813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5959    3.2938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6821    4.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4891    4.2858    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9016    3.5713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3495    2.9582    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3103   -2.0687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0248   -1.6562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3103   -2.8937    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  6  7  2  0  0  0  0
  7  8  1  4  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 11 15  1  0  0  0  0
  9 16  1  1  0  0  0
 16 17  2  0  0  0  0
 17 18  1  4  0  0  0
 17 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 22 26  1  0  0  0  0
  5 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0171109

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C[C@H](N=C(O)[C@H](CC1=CN=CN1)N=C(O)[C@@H](N)CC1=CN=CN1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H27N7O4/c1-10(2)3-15(18(28)29)25-17(27)14(5-12-7-21-9-23-12)24-16(26)13(19)4-11-6-20-8-22-11/h6-10,13-15H,3-5,19H2,1-2H3,(H,20,22)(H,21,23)(H,24,26)(H,25,27)(H,28,29)/t13-,14-,15-/m0/s1

> <INCHI_KEY>
PMWSGVRIMIFXQH-KKUMJFAQSA-N

> <FORMULA>
C18H27N7O4

> <MOLECULAR_WEIGHT>
405.459

> <EXACT_MASS>
405.212452377

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
41.78843018861713

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-{[(2S)-2-{[(2S)-2-amino-1-hydroxy-3-(1H-imidazol-5-yl)propylidene]amino}-1-hydroxy-3-(1H-imidazol-5-yl)propylidene]amino}-4-methylpentanoic acid

> <ALOGPS_LOGP>
-1.60

> <JCHEM_LOGP>
-5.61896988873387

> <ALOGPS_LOGS>
-3.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
3.679364842960414

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.002561035679167

> <JCHEM_PKA_STRONGEST_BASIC>
9.525999218426893

> <JCHEM_POLAR_SURFACE_AREA>
185.85999999999996

> <JCHEM_REFRACTIVITY>
104.93249999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.15e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-{[(2S)-2-{[(2S)-2-amino-1-hydroxy-3-(3H-imidazol-4-yl)propylidene]amino}-1-hydroxy-3-(3H-imidazol-4-yl)propylidene]amino}-4-methylpentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0       9.645  -6.172   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.979  -5.402   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.312  -6.172   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.979  -3.862   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.312  -3.092   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      12.312  -1.552   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      13.646  -0.782   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      14.980  -1.552   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      13.646   0.758   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.980   1.528   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.313   0.758   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.474  -0.773   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      17.981  -1.093   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      18.751   0.240   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      17.720   1.385   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0      12.312   1.528   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      12.312   3.068   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      13.646   3.838   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      10.979   3.838   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       9.645   3.068   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0      10.979   5.378   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.312   6.148   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.473   7.680   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0      13.980   8.000   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0      14.750   6.666   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0      13.719   5.522   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0      13.646  -3.862   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      14.980  -3.092   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      13.646  -5.402   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   27                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   16                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   15                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   11                                                       
CONECT   16    9   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23   26                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   22                                                       
CONECT   27    5   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₂₇N₇O₄

Average Mass

405.4590 Da

Monoisotopic Mass

405.21245 Da

IUPAC Name

(2S)-2-{[(2S)-2-{[(2S)-2-amino-1-hydroxy-3-(1H-imidazol-5-yl)propylidene]amino}-1-hydroxy-3-(1H-imidazol-5-yl)propylidene]amino}-4-methylpentanoic acid

Traditional Name

(2S)-2-{[(2S)-2-{[(2S)-2-amino-1-hydroxy-3-(3H-imidazol-4-yl)propylidene]amino}-1-hydroxy-3-(3H-imidazol-4-yl)propylidene]amino}-4-methylpentanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)C[C@H](N=C(O)[C@H](CC1=CN=CN1)N=C(O)[C@@H](N)CC1=CN=CN1)C(O)=O

InChI Identifier

InChI=1S/C18H27N7O4/c1-10(2)3-15(18(28)29)25-17(27)14(5-12-7-21-9-23-12)24-16(26)13(19)4-11-6-20-8-22-11/h6-10,13-15H,3-5,19H2,1-2H3,(H,20,22)(H,21,23)(H,24,26)(H,25,27)(H,28,29)/t13-,14-,15-/m0/s1

InChI Key

PMWSGVRIMIFXQH-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
Glycine max	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
Histidine or derivatives
Leucine or derivatives
N-acyl-l-alpha-amino acid
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
Imidazolyl carboxylic acid derivative
Aralkylamine
Fatty amide
Fatty acyl
Azole
Heteroaromatic compound
Imidazole
Amino acid or derivatives
Amino acid
Carboxamide group
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Azacycle
Carboxylic acid
Primary aliphatic amine
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Amine
Primary amine
Organonitrogen compound
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-1.6	ALOGPS
logP	-5.6	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	3	ChemAxon
pKa (Strongest Basic)	9.53	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	185.86 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	104.93 m³·mol⁻¹	ChemAxon
Polarizability	41.79 Å³	ChemAxon
Number of Rings	2	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

8019916

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9844201

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Jiang W, Luo J, Wang Y, Chen X, Jiang X, Feng Z, Zhang L: The pH-Responsive Property of Antimicrobial Peptide GH12 Enhances Its Anticaries Effects at Acidic pH. Caries Res. 2021;55(1):21-31. doi: 10.1159/000508458. Epub 2020 Dec 18. [PubMed:33341803 ]
Jeong DW, Shin DS, Ahn CW, Song IS, Lee HJ: Expression of antihypertensive peptide, His-His-Leu, as tandem repeats in Escherichia coli. J Microbiol Biotechnol. 2007 Jun;17(6):952-9. [PubMed:18050913 ]
Chabannes B, Moliere P, Merhi-Soussi F, Poubelle PE, Lagarde M: Platelets may inhibit leucotriene biosynthesis by human neutrophils at the integrin level. Br J Haematol. 2003 Apr;121(2):341-8. doi: 10.1046/j.1365-2141.2003.04271.x. [PubMed:12694258 ]
LOTUS database [Link]

Showing NP-Card for (2s)-2-{[(2s)-2-{[(2s)-2-amino-1-hydroxy-3-(3h-imidazol-4-yl)propylidene]amino}-1-hydroxy-3-(3h-imidazol-4-yl)propylidene]amino}-4-methylpentanoic acid (NP0171109)

MOL for NP0171109 ((2s)-2-{[(2s)-2-{[(2s)-2-amino-1-hydroxy-3-(3h-imidazol-4-yl)propylidene]amino}-1-hydroxy-3-(3h-imidazol-4-yl)propylidene]amino}-4-methylpentanoic acid)

3D MOL for NP0171109 ((2s)-2-{[(2s)-2-{[(2s)-2-amino-1-hydroxy-3-(3h-imidazol-4-yl)propylidene]amino}-1-hydroxy-3-(3h-imidazol-4-yl)propylidene]amino}-4-methylpentanoic acid)

3D SDF for NP0171109 ((2s)-2-{[(2s)-2-{[(2s)-2-amino-1-hydroxy-3-(3h-imidazol-4-yl)propylidene]amino}-1-hydroxy-3-(3h-imidazol-4-yl)propylidene]amino}-4-methylpentanoic acid)

3D-SDF for NP0171109 ((2s)-2-{[(2s)-2-{[(2s)-2-amino-1-hydroxy-3-(3h-imidazol-4-yl)propylidene]amino}-1-hydroxy-3-(3h-imidazol-4-yl)propylidene]amino}-4-methylpentanoic acid)

PDB for NP0171109 ((2s)-2-{[(2s)-2-{[(2s)-2-amino-1-hydroxy-3-(3h-imidazol-4-yl)propylidene]amino}-1-hydroxy-3-(3h-imidazol-4-yl)propylidene]amino}-4-methylpentanoic acid)

3D PDB for NP0171109 ((2s)-2-{[(2s)-2-{[(2s)-2-amino-1-hydroxy-3-(3h-imidazol-4-yl)propylidene]amino}-1-hydroxy-3-(3h-imidazol-4-yl)propylidene]amino}-4-methylpentanoic acid)

SMILES for NP0171109 ((2s)-2-{[(2s)-2-{[(2s)-2-amino-1-hydroxy-3-(3h-imidazol-4-yl)propylidene]amino}-1-hydroxy-3-(3h-imidazol-4-yl)propylidene]amino}-4-methylpentanoic acid)

INCHI for NP0171109 ((2s)-2-{[(2s)-2-{[(2s)-2-amino-1-hydroxy-3-(3h-imidazol-4-yl)propylidene]amino}-1-hydroxy-3-(3h-imidazol-4-yl)propylidene]amino}-4-methylpentanoic acid)

Structure for NP0171109 ((2s)-2-{[(2s)-2-{[(2s)-2-amino-1-hydroxy-3-(3h-imidazol-4-yl)propylidene]amino}-1-hydroxy-3-(3h-imidazol-4-yl)propylidene]amino}-4-methylpentanoic acid)

3D Structure for NP0171109 ((2s)-2-{[(2s)-2-{[(2s)-2-amino-1-hydroxy-3-(3h-imidazol-4-yl)propylidene]amino}-1-hydroxy-3-(3h-imidazol-4-yl)propylidene]amino}-4-methylpentanoic acid)