NP-MRD: Showing NP-Card for (2r)-5-carbamimidamido-2-[2-(6-hydroxy-1h-indol-3-yl)-2-oxoacetamido]pentanoic acid (NP0216053)

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Record Information

Version

2.0

Created at

2022-09-05 15:52:12 UTC

Updated at

2022-09-05 15:52:12 UTC

NP-MRD ID

NP0216053

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r)-5-carbamimidamido-2-[2-(6-hydroxy-1h-indol-3-yl)-2-oxoacetamido]pentanoic acid

Description

(-)-Leptoclinidamine B belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. Based on a literature review very few articles have been published on (-)-Leptoclinidamine B.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052217522D          

 26 27  0  0  1  0            999 V2000
    7.5706   -1.7343    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2850   -2.1468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2850   -2.9718    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9995   -1.7343    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7140   -2.1468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4284   -1.7343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1429   -2.1468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8574   -1.7343    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.5719   -2.1468    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2863   -1.7343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2863   -0.9093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0008   -2.1468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0008   -2.9718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7153   -1.7343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8015   -0.9138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6085   -0.7423    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0210   -1.4567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8279   -1.6283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0829   -2.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8899   -2.5844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5309   -3.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7239   -2.8545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4689   -2.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8574   -0.9093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5719   -0.4968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1429   -0.4968    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  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 14 23  1  0  0  0  0
 17 23  1  0  0  0  0
  8 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
M  END

     RDKit          3D

 45 46  0  0  0  0  0  0  0  0999 V2000
    4.9775    4.7586   -2.5359 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3466    4.0340   -2.1353 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7266    2.8315   -1.9072 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0403    2.3877   -2.1820 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7979    1.9105   -1.3590 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7829    1.6690    0.0510 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7176    0.6465    0.3630 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0469   -0.6292   -0.3678 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9911   -1.7066   -0.0798 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6811   -1.2792   -0.5008 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3728   -1.2906    0.4832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1226   -1.6610    1.6395 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6923   -0.8754    0.1159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8926   -0.5080   -1.0721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7818   -0.8711    1.0720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7692   -1.2314    2.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0228   -1.0523    2.8535 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8444   -0.5993    1.9012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2049   -0.2669    1.8792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8169    0.1880    0.7334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1793    0.5223    0.7062 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0591    0.3119   -0.4038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6998   -0.0215   -0.3768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0918   -0.4756    0.7694 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3747   -2.8759   -0.9248 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6221   -3.3314   -1.8167 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6300   -3.4384   -0.6633 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8757    3.0015   -2.1246 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2233    1.3915   -2.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1579    1.4545   -2.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4984    2.6132    0.5609 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7416    1.2604    0.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7527    1.0805    0.0319 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6217    0.4821    1.4583 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0045   -1.0622   -0.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0015   -0.4620   -1.4546 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0137   -1.9975    0.9854 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4962   -0.9760   -1.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9121   -1.5971    2.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3048   -1.2503    3.8417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7454   -0.3812    2.7865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4874    1.4735    0.9184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5041    0.6652   -1.3207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1101    0.0794   -1.2784 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4917   -2.9216   -0.7229 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  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
  9 25  1  0
 25 27  1  0
 25 26  2  0
 24 15  1  0
 24 18  1  0
  4 28  1  0
  4 29  1  0
  2  1  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  1
 10 38  1  0
 16 39  1  0
 17 40  1  0
 19 41  1  0
 21 42  1  0
 22 43  1  0
 23 44  1  0
 27 45  1  0
M  END


  Mrv1652309052217522D          

 26 27  0  0  1  0            999 V2000
    7.5706   -1.7343    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2850   -2.1468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2850   -2.9718    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9995   -1.7343    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7140   -2.1468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4284   -1.7343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1429   -2.1468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8574   -1.7343    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.5719   -2.1468    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2863   -1.7343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2863   -0.9093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0008   -2.1468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0008   -2.9718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7153   -1.7343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8015   -0.9138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6085   -0.7423    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0210   -1.4567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8279   -1.6283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0829   -2.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8899   -2.5844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5309   -3.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7239   -2.8545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4689   -2.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8574   -0.9093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5719   -0.4968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1429   -0.4968    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  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 14 23  1  0  0  0  0
 17 23  1  0  0  0  0
  8 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0216053

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC(=N)NCCC[C@@H](NC(=O)C(=O)C1=CNC2=CC(O)=CC=C12)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H19N5O5/c17-16(18)19-5-1-2-11(15(25)26)21-14(24)13(23)10-7-20-12-6-8(22)3-4-9(10)12/h3-4,6-7,11,20,22H,1-2,5H2,(H,21,24)(H,25,26)(H4,17,18,19)/t11-/m1/s1

> <INCHI_KEY>
QVSCVARRYSXBKH-LLVKDONJSA-N

> <FORMULA>
C16H19N5O5

> <MOLECULAR_WEIGHT>
361.358

> <EXACT_MASS>
361.138618732

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
35.87703478027014

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-5-carbamimidamido-2-[2-(6-hydroxy-1H-indol-3-yl)-2-oxoacetamido]pentanoic acid

> <JCHEM_LOGP>
-1.806802797998357

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.508219758712263

> <JCHEM_PKA_STRONGEST_ACIDIC>
-0.8530376608850272

> <JCHEM_PKA_STRONGEST_BASIC>
12.368761835570401

> <JCHEM_POLAR_SURFACE_AREA>
181.38999999999996

> <JCHEM_REFRACTIVITY>
102.0463

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-5-carbamimidamido-2-[2-(6-hydroxy-1H-indol-3-yl)-2-oxoacetamido]pentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  N   UNK     0      14.132  -3.237   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      15.465  -4.007   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      15.465  -5.547   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0      16.799  -3.237   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      18.133  -4.007   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      19.466  -3.237   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      20.800  -4.007   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      22.134  -3.237   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      23.467  -4.007   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      24.801  -3.237   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      24.801  -1.697   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      26.135  -4.007   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      26.135  -5.547   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      27.468  -3.237   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      27.629  -1.706   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      29.136  -1.386   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      29.906  -2.719   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      31.412  -3.039   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      31.888  -4.504   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      33.394  -4.824   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      30.858  -5.648   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      29.351  -5.328   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      28.875  -3.864   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      22.134  -1.697   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      23.467  -0.927   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      20.800  -0.927   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                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   24                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   23                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   23                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   14   17                                                  
CONECT   24    8   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₁₉N₅O₅

Average Mass

361.3580 Da

Monoisotopic Mass

361.13862 Da

IUPAC Name

(2R)-5-carbamimidamido-2-[2-(6-hydroxy-1H-indol-3-yl)-2-oxoacetamido]pentanoic acid

Traditional Name

(2R)-5-carbamimidamido-2-[2-(6-hydroxy-1H-indol-3-yl)-2-oxoacetamido]pentanoic acid

CAS Registry Number

Not Available

SMILES

NC(=N)NCCC[C@@H](NC(=O)C(=O)C1=CNC2=CC(O)=CC=C12)C(O)=O

InChI Identifier

InChI=1S/C16H19N5O5/c17-16(18)19-5-1-2-11(15(25)26)21-14(24)13(23)10-7-20-12-6-8(22)3-4-9(10)12/h3-4,6-7,11,20,22H,1-2,5H2,(H,21,24)(H,25,26)(H4,17,18,19)/t11-/m1/s1

InChI Key

QVSCVARRYSXBKH-LLVKDONJSA-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 n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids

Alternative Parents

Substituents

N-acyl-alpha-amino acid
Hydroxyindole
Indole
Indole or derivatives
Aryl ketone
1-hydroxy-2-unsubstituted benzenoid
Phenol
Substituted pyrrole
Benzenoid
Heteroaromatic compound
Pyrrole
Vinylogous amide
Carboxamide group
Guanidine
Ketone
Secondary carboxylic acid amide
Carboxylic acid
Azacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Carboximidamide
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
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	-1.8	ChemAxon
pKa (Strongest Acidic)	-0.85	ChemAxon
pKa (Strongest Basic)	12.37	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	181.39 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	102.05 m³·mol⁻¹	ChemAxon
Polarizability	35.88 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	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

28650772

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71461523

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r)-5-carbamimidamido-2-[2-(6-hydroxy-1h-indol-3-yl)-2-oxoacetamido]pentanoic acid (NP0216053)

MOL for NP0216053 ((2r)-5-carbamimidamido-2-[2-(6-hydroxy-1h-indol-3-yl)-2-oxoacetamido]pentanoic acid)

3D MOL for NP0216053 ((2r)-5-carbamimidamido-2-[2-(6-hydroxy-1h-indol-3-yl)-2-oxoacetamido]pentanoic acid)

3D SDF for NP0216053 ((2r)-5-carbamimidamido-2-[2-(6-hydroxy-1h-indol-3-yl)-2-oxoacetamido]pentanoic acid)

3D-SDF for NP0216053 ((2r)-5-carbamimidamido-2-[2-(6-hydroxy-1h-indol-3-yl)-2-oxoacetamido]pentanoic acid)

PDB for NP0216053 ((2r)-5-carbamimidamido-2-[2-(6-hydroxy-1h-indol-3-yl)-2-oxoacetamido]pentanoic acid)

3D PDB for NP0216053 ((2r)-5-carbamimidamido-2-[2-(6-hydroxy-1h-indol-3-yl)-2-oxoacetamido]pentanoic acid)

SMILES for NP0216053 ((2r)-5-carbamimidamido-2-[2-(6-hydroxy-1h-indol-3-yl)-2-oxoacetamido]pentanoic acid)

INCHI for NP0216053 ((2r)-5-carbamimidamido-2-[2-(6-hydroxy-1h-indol-3-yl)-2-oxoacetamido]pentanoic acid)

Structure for NP0216053 ((2r)-5-carbamimidamido-2-[2-(6-hydroxy-1h-indol-3-yl)-2-oxoacetamido]pentanoic acid)

3D Structure for NP0216053 ((2r)-5-carbamimidamido-2-[2-(6-hydroxy-1h-indol-3-yl)-2-oxoacetamido]pentanoic acid)