NP-MRD: Showing NP-Card for 2-{[hydroxy(phenyl)methylidene]amino}-n-(1-hydroxy-3-phenylpropan-2-yl)-3-phenylpropanimidic acid (NP0205754)

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Record Information

Version

2.0

Created at

2022-09-05 01:44:32 UTC

Updated at

2022-09-05 01:44:32 UTC

NP-MRD ID

NP0205754

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-{[hydroxy(phenyl)methylidene]amino}-n-(1-hydroxy-3-phenylpropan-2-yl)-3-phenylpropanimidic acid

Description

2-{[Hydroxy(phenyl)methylidene]amino}-N-(1-hydroxy-3-phenylpropan-2-yl)-3-phenylpropanimidic acid belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. 2-{[hydroxy(phenyl)methylidene]amino}-n-(1-hydroxy-3-phenylpropan-2-yl)-3-phenylpropanimidic acid is found in Curcuma aromatica, Piper wallichii and Xylocarpus granatum. 2-{[Hydroxy(phenyl)methylidene]amino}-N-(1-hydroxy-3-phenylpropan-2-yl)-3-phenylpropanimidic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171501542D          

 30 32  0  0  0  0            999 V2000
    2.8579   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 C   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
  3 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 14 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 25 30  1  0  0  0  0
M  END

     RDKit          3D

 56 58  0  0  0  0  0  0  0  0999 V2000
   -2.4398   -0.8197   -2.0563 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7405   -0.9780   -0.8495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9885   -0.3767    0.1746 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8287    0.4556   -0.1291 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9927    1.8469    0.4486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1916    2.5291   -0.0910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4261    2.4132    0.5354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5613    3.0419    0.0499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4952    3.8078   -1.0806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2839    3.9404   -1.7226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1539    3.3108   -1.2339 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3856   -0.1534    0.4586 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3335   -1.2188    1.1012 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6295    0.4949    0.2823 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8557   -0.0712    0.8458 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3949    0.9302    1.8202 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6792    2.1410    1.2067 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7861   -0.3242   -0.3272 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1052   -0.8416    0.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2793   -2.2249    0.1999 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4743   -2.7871    0.5834 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5124   -1.9241    0.8635 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3764   -0.5589    0.7687 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1722   -0.0226    0.3835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8938   -1.8047   -0.5382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3917   -2.0219    0.7228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4963   -2.8191    0.9944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1531   -3.4423   -0.0397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6680   -3.2360   -1.3112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5796   -2.4507   -1.5802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2471   -0.5165    1.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6902    0.5032   -1.2086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1053    2.4316    0.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9849    1.8348    1.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4636    1.7965    1.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4976    2.9205    0.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3934    4.3009   -1.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2411    4.5479   -2.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2187    3.4414   -1.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7527    1.3882   -0.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6105   -1.0091    1.3773 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5933    1.1276    2.5614 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2684    0.5669    2.3902 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2059    2.9020    1.6260 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2443   -1.0544   -0.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9079    0.5879   -0.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4661   -2.8979   -0.0196 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6142   -3.8565    0.6677 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4700   -2.3635    1.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1906    0.1128    0.9886 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0260    1.0417    0.2969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8868   -1.5358    1.5630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8588   -2.9669    1.9954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0213   -4.0770    0.1092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2048   -3.7420   -2.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2358   -2.3203   -2.6084 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0
 16 15  1  0
 15 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 15 14  1  0
 14 12  1  0
 12 13  2  0
 12  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  4  3  1  0
  3  2  1  0
  2  1  2  0
  2 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 24 19  1  0
 11  6  1  0
 30 25  1  0
 17 44  1  0
 16 42  1  0
 16 43  1  0
 15 41  1  1
 18 45  1  0
 18 46  1  0
 20 47  1  0
 21 48  1  0
 22 49  1  0
 23 50  1  0
 24 51  1  0
 14 40  1  0
  4 32  1  6
  5 33  1  0
  5 34  1  0
  7 35  1  0
  8 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
  3 31  1  0
 26 52  1  0
 27 53  1  0
 28 54  1  0
 29 55  1  0
 30 56  1  0
M  END


  Mrv1533004171501542D          

 30 32  0  0  0  0            999 V2000
    2.8579   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 C   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
  3 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 14 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 25 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0205754

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC(CC1=CC=CC=C1)NC(=O)C(CC1=CC=CC=C1)NC(=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C25H26N2O3/c28-18-22(16-19-10-4-1-5-11-19)26-25(30)23(17-20-12-6-2-7-13-20)27-24(29)21-14-8-3-9-15-21/h1-15,22-23,28H,16-18H2,(H,26,30)(H,27,29)

> <INCHI_KEY>
KSVKECXWDNCRTM-UHFFFAOYSA-N

> <FORMULA>
C25H26N2O3

> <MOLECULAR_WEIGHT>
402.494

> <EXACT_MASS>
402.194342705

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
43.5954082403523

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-(1-hydroxy-3-phenylpropan-2-yl)-3-phenyl-2-(phenylformamido)propanamide

> <ALOGPS_LOGP>
2.72

> <JCHEM_LOGP>
3.550168926666667

> <ALOGPS_LOGS>
-5.28

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.841395768086407

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.899505409466514

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2995814354992423

> <JCHEM_POLAR_SURFACE_AREA>
78.43

> <JCHEM_REFRACTIVITY>
117.27960000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.12e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-(1-hydroxy-3-phenylpropan-2-yl)-3-phenyl-2-(phenylformamido)propanamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  O   UNK     0       5.335 -12.320   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       6.668 -11.550   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667 -12.320   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334 -11.550   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       8.002  -9.240   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       9.336 -10.010   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       9.336 -11.550   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0      12.003 -10.010   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      13.337  -7.700   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      14.670 -10.010   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      16.004  -9.240   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      17.338 -10.010   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      17.338 -11.550   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      16.004 -12.320   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      14.670 -11.550   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   11                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    5                                                       
CONECT   11    3   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   22                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
CONECT   22   14   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   25                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

View in JSmol

Synonyms

Value	Source
2-{[hydroxy(phenyl)methylidene]amino}-N-(1-hydroxy-3-phenylpropan-2-yl)-3-phenylpropanimidate	Generator

Chemical Formula

C₂₅H₂₆N₂O₃

Average Mass

402.4940 Da

Monoisotopic Mass

402.19434 Da

IUPAC Name

N-(1-hydroxy-3-phenylpropan-2-yl)-3-phenyl-2-(phenylformamido)propanamide

Traditional Name

N-(1-hydroxy-3-phenylpropan-2-yl)-3-phenyl-2-(phenylformamido)propanamide

CAS Registry Number

Not Available

SMILES

OCC(CC1=CC=CC=C1)NC(=O)C(CC1=CC=CC=C1)NC(=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C25H26N2O3/c28-18-22(16-19-10-4-1-5-11-19)26-25(30)23(17-20-12-6-2-7-13-20)27-24(29)21-14-8-3-9-15-21/h1-15,22-23,28H,16-18H2,(H,26,30)(H,27,29)

InChI Key

KSVKECXWDNCRTM-UHFFFAOYSA-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
Curcuma aromatica	LOTUS Database	35616633
Piper wallichii	LOTUS Database	35616633
Xylocarpus granatum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Phenylalanine and derivatives

Alternative Parents

Substituents

Phenylalanine or derivatives
Hippuric acid or derivatives
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Amphetamine or derivatives
Benzamide
Benzoic acid or derivatives
Benzoyl
Fatty acyl
Benzenoid
Monocyclic benzene moiety
Fatty amide
Secondary carboxylic acid amide
Carboxamide group
Primary alcohol
Organic oxide
Carbonyl group
Hydrocarbon derivative
Organic nitrogen compound
Organonitrogen compound
Alcohol
Organic oxygen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	2.72	ALOGPS
logP	3.55	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	13.9	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	78.43 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	117.28 m³·mol⁻¹	ChemAxon
Polarizability	43.6 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

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

53463263

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-{[hydroxy(phenyl)methylidene]amino}-n-(1-hydroxy-3-phenylpropan-2-yl)-3-phenylpropanimidic acid (NP0205754)

MOL for NP0205754 (2-{[hydroxy(phenyl)methylidene]amino}-n-(1-hydroxy-3-phenylpropan-2-yl)-3-phenylpropanimidic acid)

3D MOL for NP0205754 (2-{[hydroxy(phenyl)methylidene]amino}-n-(1-hydroxy-3-phenylpropan-2-yl)-3-phenylpropanimidic acid)

3D SDF for NP0205754 (2-{[hydroxy(phenyl)methylidene]amino}-n-(1-hydroxy-3-phenylpropan-2-yl)-3-phenylpropanimidic acid)

3D-SDF for NP0205754 (2-{[hydroxy(phenyl)methylidene]amino}-n-(1-hydroxy-3-phenylpropan-2-yl)-3-phenylpropanimidic acid)

PDB for NP0205754 (2-{[hydroxy(phenyl)methylidene]amino}-n-(1-hydroxy-3-phenylpropan-2-yl)-3-phenylpropanimidic acid)

3D PDB for NP0205754 (2-{[hydroxy(phenyl)methylidene]amino}-n-(1-hydroxy-3-phenylpropan-2-yl)-3-phenylpropanimidic acid)

SMILES for NP0205754 (2-{[hydroxy(phenyl)methylidene]amino}-n-(1-hydroxy-3-phenylpropan-2-yl)-3-phenylpropanimidic acid)

INCHI for NP0205754 (2-{[hydroxy(phenyl)methylidene]amino}-n-(1-hydroxy-3-phenylpropan-2-yl)-3-phenylpropanimidic acid)

Structure for NP0205754 (2-{[hydroxy(phenyl)methylidene]amino}-n-(1-hydroxy-3-phenylpropan-2-yl)-3-phenylpropanimidic acid)

3D Structure for NP0205754 (2-{[hydroxy(phenyl)methylidene]amino}-n-(1-hydroxy-3-phenylpropan-2-yl)-3-phenylpropanimidic acid)