NP-MRD: Showing NP-Card for Isonaamidine B (NP0069991)

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Record Information

Version

2.0

Created at

2022-04-28 15:16:33 UTC

Updated at

2022-04-28 15:16:33 UTC

NP-MRD ID

NP0069991

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Isonaamidine B

Description

2-Hydroxy-4-({1-[(4-hydroxyphenyl)methyl]-4-[(4-methoxyphenyl)methyl]-1H-imidazol-2-yl}imino)-1-methyl-4,5-dihydro-1H-imidazol-5-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. Isonaamidine B is found in Aegires citrinus, Leucetta cf. chagosensis and Leucetta chagosensis. 2-Hydroxy-4-({1-[(4-hydroxyphenyl)methyl]-4-[(4-methoxyphenyl)methyl]-1H-imidazol-2-yl}imino)-1-methyl-4,5-dihydro-1H-imidazol-5-one is a strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241518172D          

 31 34  0  0  0  0            999 V2000
   -1.5356    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212    1.1759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -1.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7041   -1.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4492   -2.5687    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9341   -3.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5986   -3.9898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0835   -4.6572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7479   -5.4109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9275   -5.4971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5919   -6.2508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4425   -4.8297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781   -4.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6242   -2.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1393   -3.2361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3188   -3.1499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2332   -3.7629    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9869   -3.4274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7014   -3.8399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9007   -2.6069    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5138   -2.0549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0937   -2.4354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2419   -1.6817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3693   -1.7840    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067   -0.0616    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  2  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  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  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
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 12 18  1  0  0  0  0
 10 19  1  0  0  0  0
 20 19  1  4  0  0  0
 20 21  2  0  0  0  0
 21 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  1  0  0  0  0
 25 27  1  0  0  0  0
 21 27  1  0  0  0  0
 27 28  2  0  0  0  0
 19 29  2  0  0  0  0
  8 29  1  0  0  0  0
  6 30  1  0  0  0  0
 30 31  2  0  0  0  0
  3 31  1  0  0  0  0
M  END

     RDKit          3D

 52 55  0  0  0  0  0  0  0  0999 V2000
    6.6824    2.8502   -0.8408 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2440    1.6333   -1.4141 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3169    0.8410   -0.7248 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8705   -0.3489   -1.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9571   -1.1133   -0.5596 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4509   -0.7467    0.6704 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4638   -1.5882    1.4066 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0691   -1.2243    1.0470 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2458   -0.2856    1.6478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9371   -0.2584    1.0267 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0508    0.5673    1.3406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0343    1.8725    0.6094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6291    2.0351   -0.6244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5988    3.2591   -1.2818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9783    4.3451   -0.7286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9292    5.5951   -1.3652 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3792    4.2027    0.5016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4110    2.9748    1.1585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8819   -1.1618    0.0425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9222   -1.4916   -0.9010 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7430   -2.4583   -0.5743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7687   -3.2506    0.5915 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8288   -4.1884    0.5423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1713   -5.0595    1.3879 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5002   -3.9861   -0.6961 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6488   -4.7166   -1.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8472   -2.9193   -1.4076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2045   -2.4967   -2.5442 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3221   -1.7449    0.0508 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9027    0.4461    1.1957 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8146    1.2137    0.5051 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1772    2.6770    0.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7657    3.4812   -0.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3286    3.3888   -1.5382 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2541   -0.6662   -2.2303 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6072   -2.0453   -0.9753 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6283   -2.6644    1.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6372   -1.5619    2.5035 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5829    0.3129    2.5058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0415    0.1033    1.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0659    0.8298    2.4225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1173    1.1764   -1.0572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0666    3.3871   -2.2521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3441    5.7636   -2.2579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8896    5.0707    0.9317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9387    2.8708    2.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1113   -3.1819    1.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2314   -5.1673   -0.3388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3844   -5.4817   -1.9372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3646   -4.0038   -1.6845 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5256    0.7624    2.1580 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1731    2.1517    0.9129 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 10 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 19 29  2  0
  6 30  1  0
 30 31  2  0
 31  3  1  0
 29  8  1  0
 18 12  1  0
 27 21  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  5 36  1  0
  7 37  1  0
  7 38  1  0
  9 39  1  0
 11 40  1  0
 11 41  1  0
 13 42  1  0
 14 43  1  0
 16 44  1  0
 17 45  1  0
 18 46  1  0
 22 47  1  0
 26 48  1  0
 26 49  1  0
 26 50  1  0
 30 51  1  0
 31 52  1  0
M  END


  Mrv1533004241518172D          

 31 34  0  0  0  0            999 V2000
   -1.5356    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212    1.1759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -1.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7041   -1.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4492   -2.5687    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9341   -3.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5986   -3.9898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0835   -4.6572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7479   -5.4109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9275   -5.4971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5919   -6.2508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4425   -4.8297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781   -4.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6242   -2.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1393   -3.2361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3188   -3.1499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2332   -3.7629    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9869   -3.4274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7014   -3.8399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9007   -2.6069    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5138   -2.0549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0937   -2.4354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2419   -1.6817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3693   -1.7840    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067   -0.0616    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  2  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  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  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
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 12 18  1  0  0  0  0
 10 19  1  0  0  0  0
 20 19  1  4  0  0  0
 20 21  2  0  0  0  0
 21 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  1  0  0  0  0
 25 27  1  0  0  0  0
 21 27  1  0  0  0  0
 27 28  2  0  0  0  0
 19 29  2  0  0  0  0
  8 29  1  0  0  0  0
  6 30  1  0  0  0  0
 30 31  2  0  0  0  0
  3 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0069991

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(CC2=CN(CC3=CC=C(O)C=C3)C(N=C3NC(=O)N(C)C3=O)=N2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H21N5O4/c1-26-20(29)19(25-22(26)30)24-21-23-16(11-14-5-9-18(31-2)10-6-14)13-27(21)12-15-3-7-17(28)8-4-15/h3-10,13,28H,11-12H2,1-2H3,(H,23,24,25,30)

> <INCHI_KEY>
ZKILOUUCRGDELO-UHFFFAOYSA-N

> <FORMULA>
C22H21N5O4

> <MOLECULAR_WEIGHT>
419.441

> <EXACT_MASS>
419.159354176

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
43.27384966210282

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-({1-[(4-hydroxyphenyl)methyl]-4-[(4-methoxyphenyl)methyl]-1H-imidazol-2-yl}imino)-3-methylimidazolidine-2,4-dione

> <ALOGPS_LOGP>
3.09

> <JCHEM_LOGP>
3.1001598089999995

> <ALOGPS_LOGS>
-3.84

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.262928613299307

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.998626995938823

> <JCHEM_PKA_STRONGEST_BASIC>
3.132534584086469

> <JCHEM_POLAR_SURFACE_AREA>
109.05

> <JCHEM_REFRACTIVITY>
114.7628

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.06e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-({1-[(4-hydroxyphenyl)methyl]-4-[(4-methoxyphenyl)methyl]imidazol-2-yl}imino)-3-methylimidazolidine-2,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -2.867   1.425   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.533   2.195   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.199   1.425   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.134   2.195   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.468   1.425   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.468  -0.115   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.802  -0.885   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.802  -2.425   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.048  -3.330   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       4.572  -4.795   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       5.477  -6.041   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.851  -7.448   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.756  -8.693   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.129 -10.100   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.598 -10.261   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.972 -11.668   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.693  -9.015   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.319  -7.609   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.032  -4.795   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       2.127  -6.041   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       0.595  -5.880   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0      -0.435  -7.024   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0      -1.842  -6.398   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -3.176  -7.168   0.000  0.00  0.00           O+0
HETATM   25  N   UNK     0      -1.681  -4.866   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0      -2.826  -3.836   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.175  -4.546   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       0.451  -3.139   0.000  0.00  0.00           O+0
HETATM   29  N   UNK     0       2.556  -3.330   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0       1.134  -0.885   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -0.199  -0.115   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   31                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   30                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   29                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   19                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   12                                                       
CONECT   19   10   20   29                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   27                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   21   28                                                  
CONECT   28   27                                                            
CONECT   29   19    8                                                       
CONECT   30    6   31                                                       
CONECT   31   30    3                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₁N₅O₄

Average Mass

419.4410 Da

Monoisotopic Mass

419.15935 Da

IUPAC Name

5-({1-[(4-hydroxyphenyl)methyl]-4-[(4-methoxyphenyl)methyl]-1H-imidazol-2-yl}imino)-3-methylimidazolidine-2,4-dione

Traditional Name

5-({1-[(4-hydroxyphenyl)methyl]-4-[(4-methoxyphenyl)methyl]imidazol-2-yl}imino)-3-methylimidazolidine-2,4-dione

CAS Registry Number

Not Available

SMILES

COC1=CC=C(CC2=CN(CC3=CC=C(O)C=C3)C(N=C3NC(=O)N(C)C3=O)=N2)C=C1

InChI Identifier

InChI=1S/C22H21N5O4/c1-26-20(29)19(25-22(26)30)24-21-23-16(11-14-5-9-18(31-2)10-6-14)13-27(21)12-15-3-7-17(28)8-4-15/h3-10,13,28H,11-12H2,1-2H3,(H,23,24,25,30)

InChI Key

ZKILOUUCRGDELO-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Aegires citrinus	LOTUS Database	35616633
Leucetta cf. chagosensis	-	KNApSAcK
Leucetta chagosensis	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
1,2,4-trisubstituted-imidazole
Phenoxy compound
Anisole
Phenol ether
Trisubstituted imidazole
Methoxybenzene
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Imidazolinone
N-substituted imidazole
Aminoimidazole
Benzenoid
Heteroaromatic compound
Azole
Dicarboximide
3-imidazoline
Imidazole
Carbonic acid derivative
Ether
Amidine
Carboxylic acid amidine
Azacycle
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organoheterocyclic compound
Organic nitrogen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
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	3.09	ALOGPS
logP	3.1	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	9	ChemAxon
pKa (Strongest Basic)	3.13	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	109.05 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	114.76 m³·mol⁻¹	ChemAxon
Polarizability	43.27 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	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

135508883

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Isonaamidine B (NP0069991)

MOL for NP0069991 (Isonaamidine B)

3D MOL for NP0069991 (Isonaamidine B)

3D SDF for NP0069991 (Isonaamidine B)

3D-SDF for NP0069991 (Isonaamidine B)

PDB for NP0069991 (Isonaamidine B)

3D PDB for NP0069991 (Isonaamidine B)

SMILES for NP0069991 (Isonaamidine B)

INCHI for NP0069991 (Isonaamidine B)

Structure for NP0069991 (Isonaamidine B)

3D Structure for NP0069991 (Isonaamidine B)