NP-MRD: Showing NP-Card for 7-benzyl-6,10-dihydroxy-4-(sec-butyl)-15-oxa-2,5,8-triazatricyclo[8.5.0.0³,⁸]pentadeca-1,3,5,11,13-pentaen-9-one (NP0180244)

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Record Information

Version

2.0

Created at

2022-09-03 18:35:00 UTC

Updated at

2022-09-03 18:35:00 UTC

NP-MRD ID

NP0180244

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-benzyl-6,10-dihydroxy-4-(sec-butyl)-15-oxa-2,5,8-triazatricyclo[8.5.0.0³,⁸]pentadeca-1,3,5,11,13-pentaen-9-one

Description

7-Benzyl-4-(butan-2-yl)-6,10-dihydroxy-15-oxa-2,5,8-triazatricyclo[8.5.0.0³,⁸]Pentadeca-1,3,5,11,13-pentaen-9-one belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. 7-benzyl-6,10-dihydroxy-4-(sec-butyl)-15-oxa-2,5,8-triazatricyclo[8.5.0.0³,⁸]pentadeca-1,3,5,11,13-pentaen-9-one is found in Aspergillus puniceus. 7-Benzyl-4-(butan-2-yl)-6,10-dihydroxy-15-oxa-2,5,8-triazatricyclo[8.5.0.0³,⁸]Pentadeca-1,3,5,11,13-pentaen-9-one is a moderately basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171521202D          

 29 32  0  0  0  0            999 V2000
    0.8097    0.3752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8097   -0.4498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5241   -0.8623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2386   -0.4498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5241   -1.6873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2386   -2.0998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9531   -1.6873    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6675   -2.0998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3125   -1.5854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1169   -1.7690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4748   -2.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1169   -3.2556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3125   -3.4391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6675   -2.9248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6059   -3.7475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9531   -3.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9531   -4.1623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2386   -2.9248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5241   -3.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5241   -4.1623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8097   -4.5748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8097   -5.3998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0952   -5.8123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6193   -5.3998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6193   -4.5748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0952   -4.1623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8097   -2.9248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0952   -3.3373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8097   -2.0998    0.0000 N   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
  3  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  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
  8 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
  6 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 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
 21 26  1  0  0  0  0
 19 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
  5 29  1  0  0  0  0
M  END

     RDKit          3D

 52 55  0  0  0  0  0  0  0  0999 V2000
   -2.8751    4.5458    0.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8610    3.4561    0.4236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9750    2.3391   -0.6054 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3132    1.7053   -0.5873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8074    1.4715   -0.5193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8971    0.1346   -0.4260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1779   -0.4771   -0.4297 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4219   -1.7036   -0.3222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8329   -1.9096   -0.3702 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4467   -3.0356    0.1654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9910   -3.9781    0.9312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6323   -4.1456    1.4859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5582   -3.5873    0.9899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3729   -2.6931   -0.1749 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5141   -3.5544   -1.3124 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0356   -2.1227   -0.1859 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9973   -2.8710   -0.1044 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2111   -0.7392   -0.2871 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5314   -0.1595   -0.1298 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6687   -1.0927   -0.1875 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9589   -0.3410   -0.0427 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7572    0.0017   -1.1022 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9405    0.7153   -0.9264 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3398    1.0974    0.3363 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5527    0.7598    1.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3805    0.0553    1.2336 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6268    1.1204   -0.8040 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6260    1.5428   -1.4815 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5087    2.0022   -0.7121 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5799    5.4119    0.7950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8389    4.8923   -0.8938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8980    4.2656    0.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0142    3.0831    1.4516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8541    3.9198    0.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8889    2.8798   -1.5979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5564    1.2051    0.3863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1030    2.5303   -0.6314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5397    1.0921   -1.4718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5050   -3.1361   -0.1155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6752   -4.7682    1.2241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5169   -4.7641    2.3504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6464   -3.8071    1.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0946   -4.3050   -1.1036 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4793    0.1514    1.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6984   -1.6480   -1.1202 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6346   -1.7313    0.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4610   -0.3069   -2.1202 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5426    0.9679   -1.7788 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2726    1.6549    0.4313 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8687    1.0624    2.3924 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7359   -0.2241    2.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6305    3.0373   -0.7864 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  6
 14 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 19 27  1  0
 27 28  2  0
 27 29  1  0
 29  5  1  0
 18  6  1  0
 26 21  1  0
 14  8  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  3 35  1  6
  4 36  1  0
  4 37  1  0
  4 38  1  0
 10 39  1  0
 11 40  1  0
 12 41  1  0
 13 42  1  0
 15 43  1  0
 19 44  1  1
 20 45  1  0
 20 46  1  0
 22 47  1  0
 23 48  1  0
 24 49  1  0
 25 50  1  0
 26 51  1  0
 29 52  1  0
M  END


  Mrv1533004171521202D          

 29 32  0  0  0  0            999 V2000
    0.8097    0.3752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8097   -0.4498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5241   -0.8623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2386   -0.4498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5241   -1.6873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2386   -2.0998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9531   -1.6873    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6675   -2.0998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3125   -1.5854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1169   -1.7690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4748   -2.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1169   -3.2556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3125   -3.4391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6675   -2.9248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6059   -3.7475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9531   -3.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9531   -4.1623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2386   -2.9248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5241   -3.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5241   -4.1623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8097   -4.5748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8097   -5.3998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0952   -5.8123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6193   -5.3998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6193   -4.5748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0952   -4.1623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8097   -2.9248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0952   -3.3373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8097   -2.0998    0.0000 N   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
  3  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  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
  8 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
  6 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 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
 21 26  1  0  0  0  0
 19 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
  5 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0180244

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(C)C1=C2N=C3OC=CC=CC3(O)C(=O)N2C(CC2=CC=CC=C2)C(=O)N1

> <INCHI_IDENTIFIER>
InChI=1S/C22H23N3O4/c1-3-14(2)17-18-24-20-22(28,11-7-8-12-29-20)21(27)25(18)16(19(26)23-17)13-15-9-5-4-6-10-15/h4-12,14,16,28H,3,13H2,1-2H3,(H,23,26)

> <INCHI_KEY>
KEGQNQRTFBYGDC-UHFFFAOYSA-N

> <FORMULA>
C22H23N3O4

> <MOLECULAR_WEIGHT>
393.443

> <EXACT_MASS>
393.168856233

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
39.202934036003676

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-benzyl-4-(butan-2-yl)-10-hydroxy-15-oxa-2,5,8-triazatricyclo[8.5.0.0³,⁸]pentadeca-1,3,11,13-tetraene-6,9-dione

> <ALOGPS_LOGP>
2.50

> <JCHEM_LOGP>
2.3686977066666657

> <ALOGPS_LOGS>
-3.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.26909098865321

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.607336487535518

> <JCHEM_PKA_STRONGEST_BASIC>
2.322386044410396

> <JCHEM_POLAR_SURFACE_AREA>
91.23

> <JCHEM_REFRACTIVITY>
118.8537

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.16e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-benzyl-10-hydroxy-4-(sec-butyl)-15-oxa-2,5,8-triazatricyclo[8.5.0.0³,⁸]pentadeca-1,3,11,13-tetraene-6,9-dione

> <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  C   UNK     0       1.511   0.700   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.511  -0.840   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.845  -1.610   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.179  -0.840   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.845  -3.150   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.179  -3.920   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       5.512  -3.150   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       6.846  -3.920   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       8.050  -2.959   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       9.551  -3.302   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.220  -4.690   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.551  -6.077   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.050  -6.420   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.846  -5.460   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.731  -6.995   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       5.512  -6.230   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.512  -7.770   0.000  0.00  0.00           O+0
HETATM   18  N   UNK     0       4.179  -5.460   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       2.845  -6.230   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.845  -7.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.511  -8.540   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.511 -10.080   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.178 -10.850   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.156 -10.080   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.156  -8.540   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.178  -7.770   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.511  -5.460   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       0.178  -6.230   0.000  0.00  0.00           O+0
HETATM   29  N   UNK     0       1.511  -3.920   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   29                                                  
CONECT    6    5    7   18                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    8   15   16                                             
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16    6   19                                                  
CONECT   19   18   20   27                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   21                                                       
CONECT   27   19   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27    5                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₃N₃O₄

Average Mass

393.4430 Da

Monoisotopic Mass

393.16886 Da

IUPAC Name

7-benzyl-4-(butan-2-yl)-10-hydroxy-15-oxa-2,5,8-triazatricyclo[8.5.0.0³,⁸]pentadeca-1,3,11,13-tetraene-6,9-dione

Traditional Name

7-benzyl-10-hydroxy-4-(sec-butyl)-15-oxa-2,5,8-triazatricyclo[8.5.0.0³,⁸]pentadeca-1,3,11,13-tetraene-6,9-dione

CAS Registry Number

Not Available

SMILES

CCC(C)C1=C2N=C3OC=CC=CC3(O)C(=O)N2C(CC2=CC=CC=C2)C(=O)N1

InChI Identifier

InChI=1S/C22H23N3O4/c1-3-14(2)17-18-24-20-22(28,11-7-8-12-29-20)21(27)25(18)16(19(26)23-17)13-15-9-5-4-6-10-15/h4-12,14,16,28H,3,13H2,1-2H3,(H,23,26)

InChI Key

KEGQNQRTFBYGDC-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
Aspergillus puniceus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids and derivatives

Alternative Parents

Substituents

Alpha-amino acid or derivatives
Pyrimidone
Monocyclic benzene moiety
Hydropyrimidine
1,2,5,6-tetrahydropyrimidine
Pyrimidine
Benzenoid
Tertiary carboxylic acid amide
Tertiary alcohol
Tertiary amine
Secondary carboxylic acid amide
Carboxamide group
Imido ester
Lactam
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Oxacycle
Azacycle
Organoheterocyclic compound
Organic oxide
Organonitrogen compound
Amine
Organic nitrogen compound
Organooxygen compound
Carbonyl group
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.5	ALOGPS
logP	2.37	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	10.61	ChemAxon
pKa (Strongest Basic)	2.32	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	91.23 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	118.85 m³·mol⁻¹	ChemAxon
Polarizability	39.2 Å³	ChemAxon
Number of Rings	4	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

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

44156390

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 7-benzyl-6,10-dihydroxy-4-(sec-butyl)-15-oxa-2,5,8-triazatricyclo[8.5.0.0³,⁸]pentadeca-1,3,5,11,13-pentaen-9-one (NP0180244)

MOL for NP0180244 (7-benzyl-6,10-dihydroxy-4-(sec-butyl)-15-oxa-2,5,8-triazatricyclo[8.5.0.0³,⁸]pentadeca-1,3,5,11,13-pentaen-9-one)

3D MOL for NP0180244 (7-benzyl-6,10-dihydroxy-4-(sec-butyl)-15-oxa-2,5,8-triazatricyclo[8.5.0.0³,⁸]pentadeca-1,3,5,11,13-pentaen-9-one)

3D SDF for NP0180244 (7-benzyl-6,10-dihydroxy-4-(sec-butyl)-15-oxa-2,5,8-triazatricyclo[8.5.0.0³,⁸]pentadeca-1,3,5,11,13-pentaen-9-one)

3D-SDF for NP0180244 (7-benzyl-6,10-dihydroxy-4-(sec-butyl)-15-oxa-2,5,8-triazatricyclo[8.5.0.0³,⁸]pentadeca-1,3,5,11,13-pentaen-9-one)

PDB for NP0180244 (7-benzyl-6,10-dihydroxy-4-(sec-butyl)-15-oxa-2,5,8-triazatricyclo[8.5.0.0³,⁸]pentadeca-1,3,5,11,13-pentaen-9-one)

3D PDB for NP0180244 (7-benzyl-6,10-dihydroxy-4-(sec-butyl)-15-oxa-2,5,8-triazatricyclo[8.5.0.0³,⁸]pentadeca-1,3,5,11,13-pentaen-9-one)

SMILES for NP0180244 (7-benzyl-6,10-dihydroxy-4-(sec-butyl)-15-oxa-2,5,8-triazatricyclo[8.5.0.0³,⁸]pentadeca-1,3,5,11,13-pentaen-9-one)

INCHI for NP0180244 (7-benzyl-6,10-dihydroxy-4-(sec-butyl)-15-oxa-2,5,8-triazatricyclo[8.5.0.0³,⁸]pentadeca-1,3,5,11,13-pentaen-9-one)

Structure for NP0180244 (7-benzyl-6,10-dihydroxy-4-(sec-butyl)-15-oxa-2,5,8-triazatricyclo[8.5.0.0³,⁸]pentadeca-1,3,5,11,13-pentaen-9-one)

3D Structure for NP0180244 (7-benzyl-6,10-dihydroxy-4-(sec-butyl)-15-oxa-2,5,8-triazatricyclo[8.5.0.0³,⁸]pentadeca-1,3,5,11,13-pentaen-9-one)