NP-MRD: Showing NP-Card for [8-benzyl-6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]imidazo[1,2-a]pyrazin-3-yl]oxidanesulfonic acid (NP0151085)

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Record Information

Version

2.0

Created at

2022-09-02 07:20:42 UTC

Updated at

2022-09-02 07:20:42 UTC

NP-MRD ID

NP0151085

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[8-benzyl-6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]imidazo[1,2-a]pyrazin-3-yl]oxidanesulfonic acid

Description

AC1L97Z5 belongs to the class of organic compounds known as arylsulfates. These are organic compounds containing a sulfate group that carries an aryl group through an ether group. [8-benzyl-6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]imidazo[1,2-a]pyrazin-3-yl]oxidanesulfonic acid is found in Cavernularia obesa. AC1L97Z5 is a moderately basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171504032D          

 36 40  0  0  0  0            999 V2000
   -1.8212    2.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    1.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    1.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    0.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -2.3215    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0947   -1.5146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2483   -3.1285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7302   -2.4931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -2.7604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212    0.7310    0.0000 C   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
  3  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  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
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 10 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
  9 21  1  0  0  0  0
 21 22  1  0  0  0  0
  7 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  2  0  0  0  0
 24 27  1  0  0  0  0
 19 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
 28 34  1  0  0  0  0
  5 35  1  0  0  0  0
 35 36  2  0  0  0  0
  2 36  1  0  0  0  0
M  END

     RDKit          3D

 57 61  0  0  0  0  0  0  0  0999 V2000
    1.6226   -3.5438    1.3645 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5756   -2.5920    0.6742 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.9593   -3.1426    0.6470 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5851   -1.1486    1.5104 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9468   -2.3211   -0.8847 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2101   -1.1952   -1.1859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6845   -0.0451   -1.7604 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0425    0.3349   -2.2260 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9460    0.6669   -1.1308 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9373    1.9209   -0.5730 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7946    2.2419    0.4531 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6924    1.3279    0.9629 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5527    1.6947    2.0133 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7095    0.0682    0.4112 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8375   -0.2596   -0.6334 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5747    0.7544   -1.8439 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4972    0.1149   -1.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8205    0.4564   -1.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2810    1.7811   -1.6364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9298    2.8893   -0.7373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7059    3.2216    0.3646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3232    4.2758    1.1635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1878    5.0053    0.8907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4006    4.6993   -0.1928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8075    3.6281   -0.9874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7102   -0.3945   -0.6568 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3446   -1.6394   -0.2282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3587   -2.5089    0.3468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6725   -2.1063    0.4651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6545   -2.9047    1.0039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3396   -4.1584    1.4497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3553   -4.9573    1.9957 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0569   -4.5924    1.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0572   -3.7717    0.7993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0220   -1.9570   -0.3870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1144   -1.1151   -0.9288 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6610   -0.7713    1.6035 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9480    1.1739   -2.9744 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4406   -0.5228   -2.8430 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2235    2.6411   -0.9813 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7782    3.2332    0.8842 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4540    2.0868    1.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3846   -0.6695    0.7715 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8204   -1.2281   -1.0945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9210    2.0528   -2.6509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4057    1.7899   -1.7228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5847    2.6450    0.5628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9076    4.5710    2.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9290    5.8368    1.5622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4922    5.2679   -0.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1551    3.4292   -1.8332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9610   -1.1168    0.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6919   -2.5761    1.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1307   -5.8915    2.3302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8106   -5.5903    1.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0517   -4.1608    0.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6853   -2.9279   -0.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  1  0
 12 11  2  0
 11 10  1  0
 10  9  2  0
  9  8  1  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5  2  1  0
  2  4  1  0
  2  1  2  0
  2  3  2  0
  6 36  1  0
 36 35  1  0
 35 27  2  0
 27 26  1  0
 26 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 18 17  1  0
 17 16  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 31 33  1  0
 33 34  2  0
  9 15  1  0
 15 14  2  0
 14 12  1  0
 16  7  1  0
 34 28  1  0
 17 36  1  0
 25 20  1  0
 13 42  1  0
 11 41  1  0
 10 40  1  0
  8 38  1  0
  8 39  1  0
  4 37  1  0
 35 57  1  0
 19 45  1  0
 19 46  1  0
 21 47  1  0
 22 48  1  0
 23 49  1  0
 24 50  1  0
 25 51  1  0
 29 52  1  0
 30 53  1  0
 32 54  1  0
 33 55  1  0
 34 56  1  0
 15 44  1  0
 14 43  1  0
M  END


  Mrv1533004171504032D          

 36 40  0  0  0  0            999 V2000
   -1.8212    2.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    1.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    1.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    0.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -2.3215    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0947   -1.5146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2483   -3.1285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7302   -2.4931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -2.7604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212    0.7310    0.0000 C   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
  3  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  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
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 10 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
  9 21  1  0  0  0  0
 21 22  1  0  0  0  0
  7 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  2  0  0  0  0
 24 27  1  0  0  0  0
 19 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
 28 34  1  0  0  0  0
  5 35  1  0  0  0  0
 35 36  2  0  0  0  0
  2 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0151085

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC=C(CC2=C(OS(O)(=O)=O)N3C=C(N=C(CC4=CC=CC=C4)C3=N2)C2=CC=C(O)C=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C26H21N3O6S/c30-20-10-6-18(7-11-20)15-23-26(35-36(32,33)34)29-16-24(19-8-12-21(31)13-9-19)27-22(25(29)28-23)14-17-4-2-1-3-5-17/h1-13,16,30-31H,14-15H2,(H,32,33,34)

> <INCHI_KEY>
NTQLECRCPRBASZ-UHFFFAOYSA-N

> <FORMULA>
C26H21N3O6S

> <MOLECULAR_WEIGHT>
503.53

> <EXACT_MASS>
503.115106582

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
50.821333929069624

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[8-benzyl-6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]imidazo[1,2-a]pyrazin-3-yl]oxidanesulfonic acid

> <ALOGPS_LOGP>
1.95

> <JCHEM_LOGP>
1.5365539647936728

> <ALOGPS_LOGS>
-4.80

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.361293415657329

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.1444695714917836

> <JCHEM_PKA_STRONGEST_BASIC>
2.192705028903975

> <JCHEM_POLAR_SURFACE_AREA>
134.25

> <JCHEM_REFRACTIVITY>
132.35829999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.04e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[8-benzyl-6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]imidazo[1,2-a]pyrazin-3-yl]oxidanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  O   UNK     0      -3.400   4.032   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.630   2.698   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.090   2.698   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.320   1.365   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.090   0.031   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.320  -1.303   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.924   1.777   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.258   2.547   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.258   4.087   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.591   4.857   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.925   4.087   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.925   2.547   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.591   1.777   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       6.258  -0.533   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       3.590  -2.073   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       1.650  -4.013   0.000  0.00  0.00           O+0
HETATM   24  S   UNK     0       0.143  -4.334   0.000  0.00  0.00           S+0
HETATM   25  O   UNK     0      -0.177  -2.827   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       0.464  -5.840   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -1.363  -4.654   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       7.591  -2.843   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.925  -2.073   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      10.259  -2.843   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      10.259  -4.383   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      11.592  -5.153   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       8.925  -5.153   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       7.591  -4.383   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -2.630   0.031   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -3.400   1.365   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   36                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   35                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   22                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   21                                                  
CONECT   10    9   11   18                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   10   19                                                       
CONECT   19   18   20   28                                                  
CONECT   20   19   21                                                       
CONECT   21   20    9   22                                                  
CONECT   22   21    7   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26   27                                             
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   24                                                            
CONECT   28   19   29   34                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   28                                                       
CONECT   35    5   36                                                       
CONECT   36   35    2                                                       
MASTER        0    0    0    0    0    0    0    0   36    0   80    0
END

View in JSmol

Synonyms

Value	Source
[8-Benzyl-6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]imidazo[1,2-a]pyrazin-3-yl]oxidanesulfonate	Generator
[8-Benzyl-6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]imidazo[1,2-a]pyrazin-3-yl]oxidanesulphonate	Generator
[8-Benzyl-6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]imidazo[1,2-a]pyrazin-3-yl]oxidanesulphonic acid	Generator

Chemical Formula

C₂₆H₂₁N₃O₆S

Average Mass

503.5300 Da

Monoisotopic Mass

503.11511 Da

IUPAC Name

[8-benzyl-6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]imidazo[1,2-a]pyrazin-3-yl]oxidanesulfonic acid

Traditional Name

[8-benzyl-6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]imidazo[1,2-a]pyrazin-3-yl]oxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

OC1=CC=C(CC2=C(OS(O)(=O)=O)N3C=C(N=C(CC4=CC=CC=C4)C3=N2)C2=CC=C(O)C=C2)C=C1

InChI Identifier

InChI=1S/C26H21N3O6S/c30-20-10-6-18(7-11-20)15-23-26(35-36(32,33)34)29-16-24(19-8-12-21(31)13-9-19)27-22(25(29)28-23)14-17-4-2-1-3-5-17/h1-13,16,30-31H,14-15H2,(H,32,33,34)

InChI Key

NTQLECRCPRBASZ-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
Cavernularia obesa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as arylsulfates. These are organic compounds containing a sulfate group that carries an aryl group through an ether group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic sulfuric acids and derivatives

Sub Class

Arylsulfates

Direct Parent

Arylsulfates

Alternative Parents

Substituents

Arylsulfate
Imidazopyrazine
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
N-substituted imidazole
Pyrazine
Sulfuric acid monoester
Sulfate-ester
Sulfuric acid ester
Benzenoid
Azole
Imidazole
Heteroaromatic compound
Azacycle
Organoheterocyclic compound
Organopnictogen compound
Hydrocarbon derivative
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Organic oxide
Organic oxygen compound
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	1.95	ALOGPS
logP	1.54	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	-2.1	ChemAxon
pKa (Strongest Basic)	2.19	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	134.25 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	132.36 m³·mol⁻¹	ChemAxon
Polarizability	50.82 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

439753

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [8-benzyl-6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]imidazo[1,2-a]pyrazin-3-yl]oxidanesulfonic acid (NP0151085)

MOL for NP0151085 ([8-benzyl-6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]imidazo[1,2-a]pyrazin-3-yl]oxidanesulfonic acid)

3D MOL for NP0151085 ([8-benzyl-6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]imidazo[1,2-a]pyrazin-3-yl]oxidanesulfonic acid)

3D SDF for NP0151085 ([8-benzyl-6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]imidazo[1,2-a]pyrazin-3-yl]oxidanesulfonic acid)

3D-SDF for NP0151085 ([8-benzyl-6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]imidazo[1,2-a]pyrazin-3-yl]oxidanesulfonic acid)

PDB for NP0151085 ([8-benzyl-6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]imidazo[1,2-a]pyrazin-3-yl]oxidanesulfonic acid)

3D PDB for NP0151085 ([8-benzyl-6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]imidazo[1,2-a]pyrazin-3-yl]oxidanesulfonic acid)

SMILES for NP0151085 ([8-benzyl-6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]imidazo[1,2-a]pyrazin-3-yl]oxidanesulfonic acid)

INCHI for NP0151085 ([8-benzyl-6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]imidazo[1,2-a]pyrazin-3-yl]oxidanesulfonic acid)

Structure for NP0151085 ([8-benzyl-6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]imidazo[1,2-a]pyrazin-3-yl]oxidanesulfonic acid)

3D Structure for NP0151085 ([8-benzyl-6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]imidazo[1,2-a]pyrazin-3-yl]oxidanesulfonic acid)