NP-MRD: Showing NP-Card for n-[(2r,3r)-1-[(2s)-2-{[hydroxy(phenyl)methylidene]amino}-3-methylbutoxy]-3-methyl-1-oxopentan-2-yl]benzenecarboximidic acid (NP0242236)

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Record Information

Version

2.0

Created at

2022-09-07 02:30:09 UTC

Updated at

2022-09-07 02:30:09 UTC

NP-MRD ID

NP0242236

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-[(2r,3r)-1-[(2s)-2-{[hydroxy(phenyl)methylidene]amino}-3-methylbutoxy]-3-methyl-1-oxopentan-2-yl]benzenecarboximidic acid

Description

Arthonin belongs to the class of organic compounds known as isoleucine and derivatives. Isoleucine and derivatives are compounds containing isoleucine or a derivative thereof resulting from reaction of isoleucine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. n-[(2r,3r)-1-[(2s)-2-{[hydroxy(phenyl)methylidene]amino}-3-methylbutoxy]-3-methyl-1-oxopentan-2-yl]benzenecarboximidic acid is found in Sparria endlicheri. Based on a literature review very few articles have been published on Arthonin.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072204302D          

 31 32  0  0  1  0            999 V2000
    0.0000   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -4.5375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -3.3000    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
   -3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.0625    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
    0.0000   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -4.5375    0.0000 O   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
    2.1434   -4.5375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -4.5375    0.0000 C   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
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    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
    5.7158   -3.3000    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   -4.5375    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
    2.8579   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -5.7750    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  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  1  0  0  0
  6  7  2  0  0  0  0
  7  8  1  4  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
  5 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  2  0  0  0  0
 21 22  1  4  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 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
 23 28  1  0  0  0  0
 19 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
M  END

     RDKit          3D

 63 64  0  0  0  0  0  0  0  0999 V2000
   -4.2551   -2.7049    2.2551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8642   -2.4444    0.8388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4912   -1.7737    0.7305 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4867   -2.6887    1.3488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2215   -1.4915   -0.7460 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1170   -0.6894   -1.3642 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9081   -0.0861   -2.0019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4122   -0.6249   -3.2115 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4397    1.2441   -1.6262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0023    1.8459   -0.4595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5156    3.0835   -0.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4341    3.7141   -0.9373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8554    3.0900   -2.0999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3503    1.8435   -2.4424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8072   -0.9588   -0.8947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6195    0.0291   -1.6370 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2468   -1.5235   -0.2470 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5832   -1.2019   -0.2242 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1066   -0.0365    0.4726 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5335    0.1719    0.3202 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3820   -0.5650   -0.2418 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1644   -1.7823   -0.8673 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7788   -0.0843   -0.2401 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1486    1.1130    0.3427 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4483    1.5739    0.3522 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4419    0.8235   -0.2405 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1084   -0.3849   -0.8361 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7963   -0.8066   -0.8218 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3158    1.1989    0.4765 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0901    2.3197    1.2317 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0059    1.1055    1.2732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3527   -2.5059    2.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0940   -3.7553    2.5041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7137   -1.9922    2.9309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5912   -1.7569    0.3601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8490   -3.4011    0.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5400   -0.7928    1.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9444   -3.3281    0.5977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0276   -3.4396    1.9997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7384   -2.1842    1.9715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2338   -2.5292   -1.2120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2352   -1.1984   -3.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2674    1.3425    0.1833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1830    3.5841    0.7882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8424    4.6877   -0.6912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5653    3.5651   -2.7311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6887    1.3642   -3.3560 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1191   -2.1512    0.1367 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9621   -1.2099   -1.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0749   -0.3663    1.6150 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5810   -2.6460   -0.6177 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3389    1.6798    0.8026 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6687    2.5237    0.8287 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4649    1.1899   -0.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8999   -0.9772   -1.3083 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5303   -1.7580   -1.2896 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0871    1.6561   -0.4881 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1626    2.0852    2.2983 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0492    2.5219    0.7394 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4520    3.2190    1.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1108    0.0794    1.6479 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0759    1.7605    2.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8593    1.4241    0.6838 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  5 15  1  0
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 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 19 29  1  0
 29 30  1  0
 29 31  1  0
 14  9  1  0
 28 23  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  3 37  1  1
  4 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  6
  8 42  1  0
 10 43  1  0
 11 44  1  0
 12 45  1  0
 13 46  1  0
 14 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  1
 22 51  1  0
 24 52  1  0
 25 53  1  0
 26 54  1  0
 27 55  1  0
 28 56  1  0
 29 57  1  0
 30 58  1  0
 30 59  1  0
 30 60  1  0
 31 61  1  0
 31 62  1  0
 31 63  1  0
M  END


  Mrv1652309072204302D          

 31 32  0  0  1  0            999 V2000
    0.0000   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -4.5375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -3.3000    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
   -3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.0625    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
    0.0000   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -4.5375    0.0000 O   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
    2.1434   -4.5375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -4.5375    0.0000 C   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
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    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
    5.7158   -3.3000    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   -4.5375    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
    2.8579   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -5.7750    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  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  1  0  0  0
  6  7  2  0  0  0  0
  7  8  1  4  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
  5 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  2  0  0  0  0
 21 22  1  4  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 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
 23 28  1  0  0  0  0
 19 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0242236

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C25H32N2O4/c1-5-18(4)22(27-24(29)20-14-10-7-11-15-20)25(30)31-16-21(17(2)3)26-23(28)19-12-8-6-9-13-19/h6-15,17-18,21-22H,5,16H2,1-4H3,(H,26,28)(H,27,29)/t18-,21-,22-/m1/s1

> <INCHI_KEY>
YYJRAGPDSYXARF-STZQEDGTSA-N

> <FORMULA>
C25H32N2O4

> <MOLECULAR_WEIGHT>
424.541

> <EXACT_MASS>
424.236207518

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
47.738065685441214

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[(2S)-1-{[(2R,3R)-2-{[hydroxy(phenyl)methylidene]amino}-3-methylpentanoyl]oxy}-3-methylbutan-2-yl]benzenecarboximidic acid

> <JCHEM_LOGP>
6.391583401666665

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
8.79626310798652

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.078386415999956

> <JCHEM_PKA_STRONGEST_BASIC>
3.8037285882139567

> <JCHEM_POLAR_SURFACE_AREA>
91.48

> <JCHEM_REFRACTIVITY>
121.4992

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
N-[(2S)-1-{[(2R,3R)-2-{[hydroxy(phenyl)methylidene]amino}-3-methylpentanoyl]oxy}-3-methylbutan-2-yl]benzenecarboximidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       0.000 -12.320   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000 -10.780   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667 -10.780   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -8.470   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -2.667  -7.700   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -2.667  -6.160   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.334  -5.390   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.335  -6.160   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.668  -3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.001  -3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.000  -6.160   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       1.334  -8.470   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001  -8.470   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       5.335  -7.700   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       6.668  -8.470   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       6.668 -10.010   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.002  -6.160   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.669  -6.160   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.336  -8.470   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.335 -10.780   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.667 -10.780   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   15                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    9                                                       
CONECT   15    5   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   29                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   23                                                       
CONECT   29   19   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₃₂N₂O₄

Average Mass

424.5410 Da

Monoisotopic Mass

424.23621 Da

IUPAC Name

N-[(2S)-1-{[(2R,3R)-2-{[hydroxy(phenyl)methylidene]amino}-3-methylpentanoyl]oxy}-3-methylbutan-2-yl]benzenecarboximidic acid

Traditional Name

N-[(2S)-1-{[(2R,3R)-2-{[hydroxy(phenyl)methylidene]amino}-3-methylpentanoyl]oxy}-3-methylbutan-2-yl]benzenecarboximidic acid

CAS Registry Number

Not Available

SMILES

CC[C@@H](C)[C@@H](N=C(O)C1=CC=CC=C1)C(=O)OC[C@@H](N=C(O)C1=CC=CC=C1)C(C)C

InChI Identifier

InChI=1S/C25H32N2O4/c1-5-18(4)22(27-24(29)20-14-10-7-11-15-20)25(30)31-16-21(17(2)3)26-23(28)19-12-8-6-9-13-19/h6-15,17-18,21-22H,5,16H2,1-4H3,(H,26,28)(H,27,29)/t18-,21-,22-/m1/s1

InChI Key

YYJRAGPDSYXARF-STZQEDGTSA-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
Sparria endlicheri	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoleucine and derivatives. Isoleucine and derivatives are compounds containing isoleucine or a derivative thereof resulting from reaction of isoleucine 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

Isoleucine and derivatives

Alternative Parents

Substituents

Isoleucine or derivatives
Alpha-amino acid ester
Hippuric acid or derivatives
N-acyl-alpha amino acid or derivatives
Benzamide
Benzoic acid or derivatives
Benzoyl
Fatty acid ester
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Carboxylic acid ester
Carboxamide group
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Organonitrogen 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	6.39	ChemAxon
pKa (Strongest Acidic)	8.08	ChemAxon
pKa (Strongest Basic)	3.8	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	91.48 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	121.5 m³·mol⁻¹	ChemAxon
Polarizability	47.74 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10299757

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21681664

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-[(2r,3r)-1-[(2s)-2-{[hydroxy(phenyl)methylidene]amino}-3-methylbutoxy]-3-methyl-1-oxopentan-2-yl]benzenecarboximidic acid (NP0242236)

MOL for NP0242236 (n-[(2r,3r)-1-[(2s)-2-{[hydroxy(phenyl)methylidene]amino}-3-methylbutoxy]-3-methyl-1-oxopentan-2-yl]benzenecarboximidic acid)

3D MOL for NP0242236 (n-[(2r,3r)-1-[(2s)-2-{[hydroxy(phenyl)methylidene]amino}-3-methylbutoxy]-3-methyl-1-oxopentan-2-yl]benzenecarboximidic acid)

3D SDF for NP0242236 (n-[(2r,3r)-1-[(2s)-2-{[hydroxy(phenyl)methylidene]amino}-3-methylbutoxy]-3-methyl-1-oxopentan-2-yl]benzenecarboximidic acid)

3D-SDF for NP0242236 (n-[(2r,3r)-1-[(2s)-2-{[hydroxy(phenyl)methylidene]amino}-3-methylbutoxy]-3-methyl-1-oxopentan-2-yl]benzenecarboximidic acid)

PDB for NP0242236 (n-[(2r,3r)-1-[(2s)-2-{[hydroxy(phenyl)methylidene]amino}-3-methylbutoxy]-3-methyl-1-oxopentan-2-yl]benzenecarboximidic acid)

3D PDB for NP0242236 (n-[(2r,3r)-1-[(2s)-2-{[hydroxy(phenyl)methylidene]amino}-3-methylbutoxy]-3-methyl-1-oxopentan-2-yl]benzenecarboximidic acid)

SMILES for NP0242236 (n-[(2r,3r)-1-[(2s)-2-{[hydroxy(phenyl)methylidene]amino}-3-methylbutoxy]-3-methyl-1-oxopentan-2-yl]benzenecarboximidic acid)

INCHI for NP0242236 (n-[(2r,3r)-1-[(2s)-2-{[hydroxy(phenyl)methylidene]amino}-3-methylbutoxy]-3-methyl-1-oxopentan-2-yl]benzenecarboximidic acid)

Structure for NP0242236 (n-[(2r,3r)-1-[(2s)-2-{[hydroxy(phenyl)methylidene]amino}-3-methylbutoxy]-3-methyl-1-oxopentan-2-yl]benzenecarboximidic acid)

3D Structure for NP0242236 (n-[(2r,3r)-1-[(2s)-2-{[hydroxy(phenyl)methylidene]amino}-3-methylbutoxy]-3-methyl-1-oxopentan-2-yl]benzenecarboximidic acid)