NP-MRD: Showing NP-Card for (3s)-2-{[(1r)-1-[5-acetyl-2-(hydroxymethyl)-4-oxopyridin-1-yl]-2-methylpropyl]imino}-3-hydroxy-4-phenylbutanoic acid (NP0264093)

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Record Information

Version

2.0

Created at

2022-09-08 07:30:20 UTC

Updated at

2022-09-08 07:30:21 UTC

NP-MRD ID

NP0264093

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3s)-2-{[(1r)-1-[5-acetyl-2-(hydroxymethyl)-4-oxopyridin-1-yl]-2-methylpropyl]imino}-3-hydroxy-4-phenylbutanoic acid

Description

Erinacerin P belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group. (3s)-2-{[(1r)-1-[5-acetyl-2-(hydroxymethyl)-4-oxopyridin-1-yl]-2-methylpropyl]imino}-3-hydroxy-4-phenylbutanoic acid is found in Hericium erinaceus. Based on a literature review very few articles have been published on Erinacerin P.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082209302D          

 30 31  0  0  1  0            999 V2000
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -6.6000    0.0000 C   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
   -4.2868   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -7.4250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5724   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -9.0750    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
   -3.6784   -4.8638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    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
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  2  0  0  0  0
  9 10  1  4  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 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
  7 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
  6 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 25 28  2  0  0  0  0
 28 29  1  0  0  0  0
  4 29  1  0  0  0  0
 29 30  2  0  0  0  0
M  END

     RDKit          3D

 56 57  0  0  0  0  0  0  0  0999 V2000
   -4.7874    3.4684   -0.9843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8252    2.4115   -1.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3621    2.3942   -2.5327 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3786    1.3755   -0.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4444    0.4208   -0.8159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0106   -0.5368    0.0066 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0327   -1.5289   -0.3810 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2381   -1.0186   -0.4085 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1544   -0.4221   -0.9276 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2537    0.2308   -2.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3303    0.2872   -3.0788 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4339    0.8706   -2.6431 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4321   -0.3057   -0.0874 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4894   -0.9102   -0.7355 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6786    1.1420    0.2270 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9335    1.2211    1.0518 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1784    1.3686    0.4904 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3090    1.4395    1.2967 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1809    1.3616    2.6626 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9266    1.2138    3.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8211    1.1449    2.4194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4405   -2.2430   -1.6539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8664   -2.7921   -1.5188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4565   -3.3194   -2.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5017   -0.5796    1.2544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0612   -1.6144    2.1850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5787   -1.3104    3.4609 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4460    0.3566    1.6874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8846    1.3384    0.8300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7439    2.2037    1.1960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7935    3.0718   -0.7033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9665    4.1457   -1.8485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4340    4.0877   -0.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0764    0.4763   -1.8086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0487   -2.3855    0.3948 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9422    0.5943   -3.4743 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3102   -0.8341    0.8799 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9540   -0.3835   -1.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8085    1.5283    0.8029 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8369    1.8029   -0.6151 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2875    1.4305   -0.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2852    1.5562    0.8813 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0786    1.4190    3.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8406    1.1535    4.2906 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8232    1.0272    2.8444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5084   -1.5347   -2.5008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4188   -2.7244   -2.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8739   -3.8422   -1.1733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3795   -2.1010   -0.8184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0050   -3.1111   -3.0436 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4021   -3.2701   -1.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8809   -4.3362   -1.9920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3765   -2.6394    1.8896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9475   -1.6132    2.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5518   -1.5259    3.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8569    0.3399    2.6942 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0
 22 24  1  0
 22  7  1  0
  7  8  1  0
  8  9  2  0
  9 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
  9 10  1  0
 10 12  1  0
 10 11  2  0
  7  6  1  0
  6  5  1  0
  5  4  2  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  4 29  1  0
 29 30  2  0
 29 28  1  0
 28 25  2  0
 25 26  1  0
 26 27  1  0
 21 16  1  0
 25  6  1  0
 23 47  1  0
 23 48  1  0
 23 49  1  0
 22 46  1  0
 24 50  1  0
 24 51  1  0
 24 52  1  0
  7 35  1  1
 13 37  1  1
 14 38  1  0
 15 39  1  0
 15 40  1  0
 17 41  1  0
 18 42  1  0
 19 43  1  0
 20 44  1  0
 21 45  1  0
 12 36  1  0
  5 34  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
 28 56  1  0
 26 53  1  0
 26 54  1  0
 27 55  1  0
M  END


  Mrv1652309082209302D          

 30 31  0  0  1  0            999 V2000
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -6.6000    0.0000 C   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
   -4.2868   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -7.4250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5724   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -9.0750    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
   -3.6784   -4.8638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    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
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  2  0  0  0  0
  9 10  1  4  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 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
  7 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
  6 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 25 28  2  0  0  0  0
 28 29  1  0  0  0  0
  4 29  1  0  0  0  0
 29 30  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0264093

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)[C@@H](N=C([C@@H](O)CC1=CC=CC=C1)C(O)=O)N1C=C(C(C)=O)C(=O)C=C1CO

> <INCHI_IDENTIFIER>
InChI=1S/C22H26N2O6/c1-13(2)21(24-11-17(14(3)26)18(27)10-16(24)12-25)23-20(22(29)30)19(28)9-15-7-5-4-6-8-15/h4-8,10-11,13,19,21,25,28H,9,12H2,1-3H3,(H,29,30)/t19-,21-/m0/s1

> <INCHI_KEY>
NLTBWOYMJODYQC-FPOVZHCZSA-N

> <FORMULA>
C22H26N2O6

> <MOLECULAR_WEIGHT>
414.458

> <EXACT_MASS>
414.179086565

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
42.196445494821525

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S)-2-{[(1S)-1-[5-acetyl-2-(hydroxymethyl)-4-oxo-1,4-dihydropyridin-1-yl]-2-methylpropyl]imino}-3-hydroxy-4-phenylbutanoic acid

> <JCHEM_LOGP>
2.7231906086666653

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.965499168717987

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.9214991809647195

> <JCHEM_PKA_STRONGEST_BASIC>
-1.7570533303426106

> <JCHEM_POLAR_SURFACE_AREA>
127.5

> <JCHEM_REFRACTIVITY>
112.22589999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3S)-2-{[(1S)-1-[5-acetyl-2-(hydroxymethyl)-4-oxopyridin-1-yl]-2-methylpropyl]imino}-3-hydroxy-4-phenylbutanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -2.667  -9.240   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -4.001 -10.010   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      -4.001 -11.550   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      -5.335 -12.320   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.668 -11.550   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -8.002 -12.320   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -6.668 -10.010   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -5.335 -13.860   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -6.668 -14.630   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -4.001 -14.630   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.001 -16.170   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.667 -16.940   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.667 -18.480   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.001 -19.250   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.335 -18.480   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.335 -16.940   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -6.866  -9.079   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.000 -12.320   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       1.334  -6.930   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   29                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   25                                                  
CONECT    7    6    8   22                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   13                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    9   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   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    7   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25    6   26   28                                                  
CONECT   26   25   27                                                       
CONECT   27   26                                                            
CONECT   28   25   29                                                       
CONECT   29   28    4   30                                                  
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₆N₂O₆

Average Mass

414.4580 Da

Monoisotopic Mass

414.17909 Da

IUPAC Name

(3S)-2-{[(1S)-1-[5-acetyl-2-(hydroxymethyl)-4-oxo-1,4-dihydropyridin-1-yl]-2-methylpropyl]imino}-3-hydroxy-4-phenylbutanoic acid

Traditional Name

(3S)-2-{[(1S)-1-[5-acetyl-2-(hydroxymethyl)-4-oxopyridin-1-yl]-2-methylpropyl]imino}-3-hydroxy-4-phenylbutanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)[C@@H](N=C([C@@H](O)CC1=CC=CC=C1)C(O)=O)N1C=C(C(C)=O)C(=O)C=C1CO

InChI Identifier

InChI=1S/C22H26N2O6/c1-13(2)21(24-11-17(14(3)26)18(27)10-16(24)12-25)23-20(22(29)30)19(28)9-15-7-5-4-6-8-15/h4-8,10-11,13,19,21,25,28H,9,12H2,1-3H3,(H,29,30)/t19-,21-/m0/s1

InChI Key

NLTBWOYMJODYQC-FPOVZHCZSA-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
Hericium erinaceus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Aryl alkyl ketones

Alternative Parents

Substituents

Aryl alkyl ketone
Dihydropyridine
Beta-hydroxy acid
Benzenoid
Pyridine
Hydroxy acid
Hydropyridine
Monocyclic benzene moiety
Heteroaromatic compound
Vinylogous amide
Secondary ketimine
Azomethine
Cyclic ketone
Secondary alcohol
Ketimine
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Aromatic alcohol
Primary alcohol
Organonitrogen compound
Imine
Alcohol
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	2.72	ChemAxon
pKa (Strongest Acidic)	3.92	ChemAxon
pKa (Strongest Basic)	-1.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	127.5 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	112.23 m³·mol⁻¹	ChemAxon
Polarizability	42.2 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

78437804

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

132599514

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3s)-2-{[(1r)-1-[5-acetyl-2-(hydroxymethyl)-4-oxopyridin-1-yl]-2-methylpropyl]imino}-3-hydroxy-4-phenylbutanoic acid (NP0264093)

MOL for NP0264093 ((3s)-2-{[(1r)-1-[5-acetyl-2-(hydroxymethyl)-4-oxopyridin-1-yl]-2-methylpropyl]imino}-3-hydroxy-4-phenylbutanoic acid)

3D MOL for NP0264093 ((3s)-2-{[(1r)-1-[5-acetyl-2-(hydroxymethyl)-4-oxopyridin-1-yl]-2-methylpropyl]imino}-3-hydroxy-4-phenylbutanoic acid)

3D SDF for NP0264093 ((3s)-2-{[(1r)-1-[5-acetyl-2-(hydroxymethyl)-4-oxopyridin-1-yl]-2-methylpropyl]imino}-3-hydroxy-4-phenylbutanoic acid)

3D-SDF for NP0264093 ((3s)-2-{[(1r)-1-[5-acetyl-2-(hydroxymethyl)-4-oxopyridin-1-yl]-2-methylpropyl]imino}-3-hydroxy-4-phenylbutanoic acid)

PDB for NP0264093 ((3s)-2-{[(1r)-1-[5-acetyl-2-(hydroxymethyl)-4-oxopyridin-1-yl]-2-methylpropyl]imino}-3-hydroxy-4-phenylbutanoic acid)

3D PDB for NP0264093 ((3s)-2-{[(1r)-1-[5-acetyl-2-(hydroxymethyl)-4-oxopyridin-1-yl]-2-methylpropyl]imino}-3-hydroxy-4-phenylbutanoic acid)

SMILES for NP0264093 ((3s)-2-{[(1r)-1-[5-acetyl-2-(hydroxymethyl)-4-oxopyridin-1-yl]-2-methylpropyl]imino}-3-hydroxy-4-phenylbutanoic acid)

INCHI for NP0264093 ((3s)-2-{[(1r)-1-[5-acetyl-2-(hydroxymethyl)-4-oxopyridin-1-yl]-2-methylpropyl]imino}-3-hydroxy-4-phenylbutanoic acid)

Structure for NP0264093 ((3s)-2-{[(1r)-1-[5-acetyl-2-(hydroxymethyl)-4-oxopyridin-1-yl]-2-methylpropyl]imino}-3-hydroxy-4-phenylbutanoic acid)

3D Structure for NP0264093 ((3s)-2-{[(1r)-1-[5-acetyl-2-(hydroxymethyl)-4-oxopyridin-1-yl]-2-methylpropyl]imino}-3-hydroxy-4-phenylbutanoic acid)