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Showing NP-Card for (1-Amino-1-phenylmethyl)phosphonic acid (NP0002641)

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Record Information
Version2.0
Created at2020-11-23 18:25:52 UTC
Updated at2021-08-12 19:51:43 UTC
NP-MRD IDNP0002641
Secondary Accession NumbersNone
Natural Product Identification
Common Name(1-Amino-1-phenylmethyl)phosphonic acid
Provided ByBMRBBMRB logo
Description Based on a literature review very few articles have been published on [(R)-amino(phenyl)methyl]phosphonic acid.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0002641 ((1-Amino-1-phenylmethyl)phosphonic acid)


     RDKit          2D

 22 22  0  0  0  0  0  0  0  0999 V2000
   -0.9212   -2.2203    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3916   -0.7960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0327   -0.3256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1523   -1.3239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5766   -0.8534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8814    0.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7618    1.6136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3375    1.1431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8620    0.6283    0.0000 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.3325    2.0526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4377    1.0987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2864    0.1579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9195   -3.3399    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4994   -2.7018    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8159   -1.2664    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0288   -2.8188    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6962   -1.8517    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3057    1.0857    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0666    3.0823    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6520    2.2705    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3142    2.5937    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4059    1.1562    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  2  9  1  0
  9 10  2  0
  9 11  1  1
  9 12  1  0
  8  3  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  1
  4 16  1  0
  5 17  1  0
  6 18  1  0
  7 19  1  0
  8 20  1  0
 11 21  1  0
 12 22  1  0
M  END
Download

3D MOL for NP0002641 ((1-Amino-1-phenylmethyl)phosphonic acid)

NP0002641
     RDKit          3D

 22 22  0  0  0  0  0  0  0  0999 V2000
   -1.2659   -1.9534   -0.8475 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0648   -0.9958    0.2196 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2950   -0.4290    0.2179 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8521   -0.0165   -0.9892 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1076    0.5068   -0.9881 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8105    0.6246    0.1853 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2687    0.2202    1.3807 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9970   -0.3099    1.3796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2561    0.3703    0.0238 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.5903   -0.0575    0.5660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3849    0.7574   -1.6189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6895    1.7366    0.8816 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4200   -2.4543   -1.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8882   -1.6301   -1.5949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2670   -1.4431    1.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3005   -0.1080   -1.9158 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5745    0.8391   -1.9100 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8045    1.0451    0.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8695    0.3369    2.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5694   -0.6312    2.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8380    1.6474   -1.7100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846    1.9444    0.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  2  9  1  0
  9 10  2  0
  9 11  1  0
  9 12  1  0
  8  3  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  1
  4 16  1  0
  5 17  1  0
  6 18  1  0
  7 19  1  0
  8 20  1  0
 11 21  1  0
 12 22  1  0
M  END
Download

3D SDF for NP0002641 ((1-Amino-1-phenylmethyl)phosphonic acid)


     RDKit          2D

 22 22  0  0  0  0  0  0  0  0999 V2000
   -0.9212   -2.2203    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3916   -0.7960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0327   -0.3256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1523   -1.3239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5766   -0.8534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8814    0.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7618    1.6136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3375    1.1431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8620    0.6283    0.0000 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.3325    2.0526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4377    1.0987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2864    0.1579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9195   -3.3399    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4994   -2.7018    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8159   -1.2664    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0288   -2.8188    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6962   -1.8517    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3057    1.0857    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0666    3.0823    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6520    2.2705    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3142    2.5937    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4059    1.1562    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  2  9  1  0
  9 10  2  0
  9 11  1  1
  9 12  1  0
  8  3  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  1
  4 16  1  0
  5 17  1  0
  6 18  1  0
  7 19  1  0
  8 20  1  0
 11 21  1  0
 12 22  1  0
M  END
> <DATABASE_ID>
NP0002641

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OP(=O)(O[H])[C@@]([H])(N([H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C7H10NO3P/c8-7(12(9,10)11)6-4-2-1-3-5-6/h1-5,7H,8H2,(H2,9,10,11)/t7-/m1/s1

> <INCHI_KEY>
ZKFNOUUKULVDOB-SSDOTTSWSA-N

> <FORMULA>
C7H10NO3P

> <MOLECULAR_WEIGHT>
187.135

> <EXACT_MASS>
187.039830184

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
16.50249047892133

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(R)-amino(phenyl)methyl]phosphonic acid

> <ALOGPS_LOGP>
-0.33

> <JCHEM_LOGP>
-1.0476910141421818

> <ALOGPS_LOGS>
-1.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
6.839520332425662

> <JCHEM_PKA_STRONGEST_ACIDIC>
-0.34194804609805285

> <JCHEM_PKA_STRONGEST_BASIC>
9.369695201707675

> <JCHEM_POLAR_SURFACE_AREA>
83.55000000000001

> <JCHEM_REFRACTIVITY>
44.9428

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.28e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(R)-amino(phenyl)methylphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0002641 ((1-Amino-1-phenylmethyl)phosphonic acid)

NP0002641
     RDKit          3D

 22 22  0  0  0  0  0  0  0  0999 V2000
   -1.2659   -1.9534   -0.8475 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0648   -0.9958    0.2196 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2950   -0.4290    0.2179 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8521   -0.0165   -0.9892 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1076    0.5068   -0.9881 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8105    0.6246    0.1853 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2687    0.2202    1.3807 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9970   -0.3099    1.3796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2561    0.3703    0.0238 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.5903   -0.0575    0.5660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3849    0.7574   -1.6189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6895    1.7366    0.8816 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4200   -2.4543   -1.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8882   -1.6301   -1.5949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2670   -1.4431    1.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3005   -0.1080   -1.9158 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5745    0.8391   -1.9100 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8045    1.0451    0.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8695    0.3369    2.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5694   -0.6312    2.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8380    1.6474   -1.7100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846    1.9444    0.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  2  9  1  0
  9 10  2  0
  9 11  1  0
  9 12  1  0
  8  3  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  1
  4 16  1  0
  5 17  1  0
  6 18  1  0
  7 19  1  0
  8 20  1  0
 11 21  1  0
 12 22  1  0
M  END
Download

PDB for NP0002641 ((1-Amino-1-phenylmethyl)phosphonic acid)

HEADER    PROTEIN                                 12-NOV-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 98449                                             
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-NOV-20         0                                  
HETATM    1  C   UNK     0      -1.646  -2.572  -0.467  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.241  -2.597  -0.459  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.325  -1.342  -0.483  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.481  -1.389  -0.462  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.596  -0.138  -0.496  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.178  -0.135  -0.484  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.579   1.152  -0.460  0.00  0.00           C+0
HETATM    8  N   UNK     0       1.856   1.082  -1.190  0.00  0.00           N+0
HETATM    9  O   UNK     0       1.549   2.937   1.113  0.00  0.00           O+0
HETATM   10  O   UNK     0       1.633   0.716   1.837  0.00  0.00           O+0
HETATM   11  O   UNK     0      -0.397   1.869   1.800  0.00  0.00           O+0
HETATM   12  P   UNK     0       0.849   1.676   1.099  0.00  0.00           P+0
HETATM   13  H   UNK     0      -2.172  -3.449  -0.459  0.00  0.00           H+0
HETATM   14  H   UNK     0       0.256  -3.490  -0.448  0.00  0.00           H+0
HETATM   15  H   UNK     0      -3.348  -1.324  -0.483  0.00  0.00           H+0
HETATM   16  H   UNK     0       1.502  -1.442  -0.444  0.00  0.00           H+0
HETATM   17  H   UNK     0      -2.118   0.742  -0.505  0.00  0.00           H+0
HETATM   18  H   UNK     0       0.009   1.930  -0.975  0.00  0.00           H+0
HETATM   19  H   UNK     0       1.647   0.813  -2.154  0.00  0.00           H+0
HETATM   20  H   UNK     0       2.258   2.022  -1.222  0.00  0.00           H+0
HETATM   21  H   UNK     0       1.802   0.842   2.691  0.00  0.00           H+0
HETATM   22  H   UNK     0      -0.400   2.097   2.651  0.00  0.00           H+0
CONECT    1    2    3   13                                                  
CONECT    2    1    4   14                                                  
CONECT    3    1    5   15                                                  
CONECT    4    2    6   16                                                  
CONECT    5    3    6   17                                                  
CONECT    6    4    5    7                                                  
CONECT    7    6    8   12   18                                             
CONECT    8    7   19   20                                                  
CONECT    9   12                                                            
CONECT   10   12   21                                                       
CONECT   11   12   22                                                       
CONECT   12    7    9   10   11                                             
CONECT   13    1                                                            
CONECT   14    2                                                            
CONECT   15    3                                                            
CONECT   16    4                                                            
CONECT   17    5                                                            
CONECT   18    7                                                            
CONECT   19    8                                                            
CONECT   20    8                                                            
CONECT   21   10                                                            
CONECT   22   11                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END
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3D PDB for NP0002641 ((1-Amino-1-phenylmethyl)phosphonic acid)

COMPND    NP0002641
HETATM    1  N1  UNL     1      -1.266  -1.953  -0.847  1.00  0.00           N  
HETATM    2  C1  UNL     1      -1.065  -0.996   0.220  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.295  -0.429   0.218  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.852  -0.016  -0.989  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.108   0.507  -0.988  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.811   0.625   0.185  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.269   0.220   1.381  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.997  -0.310   1.380  1.00  0.00           C  
HETATM    9  P1  UNL     1      -2.256   0.370   0.024  1.00  0.00           P  
HETATM   10  O1  UNL     1      -3.590  -0.057   0.566  1.00  0.00           O  
HETATM   11  O2  UNL     1      -2.385   0.757  -1.619  1.00  0.00           O  
HETATM   12  O3  UNL     1      -1.689   1.737   0.882  1.00  0.00           O  
HETATM   13  H1  UNL     1      -0.420  -2.454  -1.134  1.00  0.00           H  
HETATM   14  H2  UNL     1      -1.888  -1.630  -1.595  1.00  0.00           H  
HETATM   15  H3  UNL     1      -1.267  -1.443   1.208  1.00  0.00           H  
HETATM   16  H4  UNL     1       0.301  -0.108  -1.916  1.00  0.00           H  
HETATM   17  H5  UNL     1       2.574   0.839  -1.910  1.00  0.00           H  
HETATM   18  H6  UNL     1       3.804   1.045   0.144  1.00  0.00           H  
HETATM   19  H7  UNL     1       2.869   0.337   2.276  1.00  0.00           H  
HETATM   20  H8  UNL     1       0.569  -0.631   2.338  1.00  0.00           H  
HETATM   21  H9  UNL     1      -2.838   1.647  -1.710  1.00  0.00           H  
HETATM   22  H10 UNL     1      -0.785   1.944   0.525  1.00  0.00           H  
CONECT    1    2   13   14
CONECT    2    3    9   15
CONECT    3    4    4    8
CONECT    4    5   16
CONECT    5    6    6   17
CONECT    6    7   18
CONECT    7    8    8   19
CONECT    8   20
CONECT    9   10   10   11   12
CONECT   11   21
CONECT   12   22
END
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SMILES for NP0002641 ((1-Amino-1-phenylmethyl)phosphonic acid)

[H]OP(=O)(O[H])[C@@]([H])(N([H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H]
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INCHI for NP0002641 ((1-Amino-1-phenylmethyl)phosphonic acid)

InChI=1S/C7H10NO3P/c8-7(12(9,10)11)6-4-2-1-3-5-6/h1-5,7H,8H2,(H2,9,10,11)/t7-/m1/s1
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Synonyms
ValueSource
[(R)-Amino(phenyl)methyl]phosphonateGenerator
Chemical FormulaC7H10NO3P
Average Mass187.1350 Da
Monoisotopic Mass187.03983 Da
IUPAC Name[(R)-amino(phenyl)methyl]phosphonic acid
Traditional Name(R)-amino(phenyl)methylphosphonic acid
CAS Registry NumberNot Available
SMILES
[H]OP(=O)(O[H])[C@@]([H])(N([H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H]
InChI Identifier
InChI=1S/C7H10NO3P/c8-7(12(9,10)11)6-4-2-1-3-5-6/h1-5,7H,8H2,(H2,9,10,11)/t7-/m1/s1
InChI KeyZKFNOUUKULVDOB-SSDOTTSWSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
ClassificationNot classified
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-0.33ALOGPS
logP-1ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)-0.34ChemAxon
pKa (Strongest Basic)9.37ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area83.55 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity44.94 m³·mol⁻¹ChemAxon
Polarizability16.5 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID1267003
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound1550365
PDB IDQ02
ChEBI IDNot Available
Good Scents IDNot Available
References
General References