NP-MRD: Showing NP-Card for Quassidine B (NP0138469)

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Record Information

Version

1.0

Created at

2022-06-29 17:30:58 UTC

Updated at

2022-06-29 17:30:58 UTC

NP-MRD ID

NP0138469

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Quassidine B

Description

Quassidine B belongs to the class of organic compounds known as harmala alkaloids. Harmala alkaloids are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole. Quassidine B is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191522012D          

 34 39  0  0  0  0            999 V2000
    8.4455   -6.2337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6385   -6.0621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3836   -5.2775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9356   -4.6644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6806   -3.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8737   -3.7083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3216   -4.3214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5766   -5.1060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9091   -5.5909    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2417   -5.1060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4347   -5.2775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1798   -6.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7318   -6.6752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4769   -7.4598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6699   -7.6314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0289   -8.0729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8359   -7.9014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3879   -8.5145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1330   -9.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3260   -9.4706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9135  -10.1851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1685  -10.9697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6164  -11.5828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8094  -11.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5545  -10.6267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1065  -10.0136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0203   -9.1931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7740   -8.8576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8827   -4.6644    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1376   -3.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9446   -3.7083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1995   -2.9236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0065   -2.7521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4966   -4.3214    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  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  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  1  0  0  0  0
 13 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
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 21 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 16 28  1  0  0  0  0
 20 28  2  0  0  0  0
 11 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
 32 33  1  0  0  0  0
 31 34  1  0  0  0  0
  7 34  1  0  0  0  0
 10 34  2  0  0  0  0
M  END

     RDKit          3D

 58 63  0  0  0  0  0  0  0  0999 V2000
    6.3078    2.3407   -3.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3335    1.6263   -2.4482 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5771    1.0744   -1.2119 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8067    1.2000   -0.6073 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0039    0.6079    0.6488 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0059   -0.0909    1.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7928   -0.1919    0.6550 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5509    0.3706   -0.5739 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3013    0.0926   -0.9906 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7005   -0.6693   -0.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4784   -1.2538   -0.0045 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3640   -1.0608   -0.9944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6496   -0.1282   -0.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9126    0.0669   -1.0963 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8100    0.6926   -2.2910 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9746    0.5952   -0.1976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6307    1.2659    0.9441 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5330    1.7112    1.8102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8686    1.4790    1.5303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2516    0.8094    0.4001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2920    0.3495   -0.5059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9291   -0.3061   -1.5025 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2614   -0.3075   -1.2962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3317   -0.8668   -1.9957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6255   -0.7218   -1.4918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8336   -0.0320   -0.3179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7520    0.5157    0.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4603    0.3814   -0.1259 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1999   -2.0289    1.1007 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0573   -2.2140    2.1026 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3099   -1.6356    2.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2233   -1.8088    3.1357 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8613   -2.6090    4.2431 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6085   -0.8562    1.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3095    1.8340   -3.0960 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3607    3.3717   -2.7897 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0607    2.3914   -4.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6174    1.7508   -1.0905 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9839    0.7117    1.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1433   -0.5518    2.2734 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8072    0.3681   -1.8656 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8204   -0.4804   -1.8332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0931   -1.9966   -1.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9521   -0.6416    0.6432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1928    0.8510   -0.0813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2244   -1.0177   -1.3853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3757    1.5923   -2.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2528    2.2431    2.7138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6257    1.8442    2.2361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3976   -0.7338   -2.2924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1555   -1.4062   -2.9050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4328   -1.1556   -2.0386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8097    0.0990    0.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8505    1.0634    1.2941 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8072   -2.8320    2.9715 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6121   -3.6316    3.8998 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6000   -2.5893    5.0684 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8737   -2.1921    4.6084 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  2  0
  8  9  1  0
  9 10  1  0
 10 34  2  0
 34 31  1  0
 31 32  1  0
 32 33  1  0
 31 30  2  0
 30 29  1  0
 29 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 28  2  0
 28 27  1  0
 27 26  2  0
 26 25  1  0
 25 24  2  0
  8  3  1  0
 11 10  1  0
 21 16  1  0
 24 23  1  0
 34  7  1  0
 28 20  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  4 38  1  0
  5 39  1  0
  6 40  1  0
  9 41  1  0
 33 56  1  0
 33 57  1  0
 33 58  1  0
 30 55  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  6
 15 47  1  0
 18 48  1  0
 19 49  1  0
 22 50  1  0
 27 54  1  0
 26 53  1  0
 25 52  1  0
 24 51  1  0
M  END


  Mrv1533004191522012D          

 34 39  0  0  0  0            999 V2000
    8.4455   -6.2337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6385   -6.0621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3836   -5.2775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9356   -4.6644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6806   -3.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8737   -3.7083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3216   -4.3214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5766   -5.1060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9091   -5.5909    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2417   -5.1060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4347   -5.2775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1798   -6.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7318   -6.6752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4769   -7.4598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6699   -7.6314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0289   -8.0729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8359   -7.9014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3879   -8.5145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1330   -9.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3260   -9.4706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9135  -10.1851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1685  -10.9697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6164  -11.5828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8094  -11.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5545  -10.6267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1065  -10.0136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0203   -9.1931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7740   -8.8576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8827   -4.6644    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1376   -3.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9446   -3.7083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1995   -2.9236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0065   -2.7521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4966   -4.3214    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  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  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  1  0  0  0  0
 13 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
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 21 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 16 28  1  0  0  0  0
 20 28  2  0  0  0  0
 11 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
 32 33  1  0  0  0  0
 31 34  1  0  0  0  0
  7 34  1  0  0  0  0
 10 34  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0138469

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=CC2=C1NC1=C2C(OC)=CN=C1CCC(O)C1=NC=CC2=C1NC1=C2C=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C27H24N4O3/c1-33-21-9-5-7-17-23-22(34-2)14-29-19(26(23)31-24(17)21)10-11-20(32)27-25-16(12-13-28-27)15-6-3-4-8-18(15)30-25/h3-9,12-14,20,30-32H,10-11H2,1-2H3

> <INCHI_KEY>
WVRVQNNTQSYWRT-UHFFFAOYSA-N

> <FORMULA>
C27H24N4O3

> <MOLECULAR_WEIGHT>
452.514

> <EXACT_MASS>
452.184840649

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
49.435142286252564

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-{4,8-dimethoxy-9H-pyrido[3,4-b]indol-1-yl}-1-{9H-pyrido[3,4-b]indol-1-yl}propan-1-ol

> <ALOGPS_LOGP>
4.08

> <JCHEM_LOGP>
3.315535537

> <ALOGPS_LOGS>
-5.10

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.791835917942052

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.108072680605039

> <JCHEM_PKA_STRONGEST_BASIC>
6.248293488668527

> <JCHEM_POLAR_SURFACE_AREA>
96.05000000000001

> <JCHEM_REFRACTIVITY>
129.08280000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.63e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
quassidine B

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0      15.765 -11.636   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      14.259 -11.316   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      13.783  -9.851   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.813  -8.707   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.337  -7.242   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.831  -6.922   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.800  -8.067   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.276  -9.531   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      11.030 -10.436   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       9.785  -9.531   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.278  -9.851   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.802 -11.316   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.833 -12.460   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.357 -13.925   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.851 -14.245   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       9.387 -15.069   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      10.894 -14.749   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0      11.924 -15.894   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.448 -17.358   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.942 -17.679   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.172 -19.012   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.648 -20.477   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.617 -21.621   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.111 -21.301   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.635 -19.836   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.666 -18.692   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0       7.505 -17.160   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0       8.911 -16.534   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0       7.248  -8.707   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0       7.724  -7.242   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.230  -6.922   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       9.706  -5.457   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      11.212  -5.137   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      10.260  -8.067   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   34                                                  
CONECT    8    7    3    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   34                                                  
CONECT   11   10   12   29                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   28                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   28                                                  
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   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27   16   20                                                  
CONECT   29   11   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   34                                                  
CONECT   32   31   33                                                       
CONECT   33   32                                                            
CONECT   34   31    7   10                                                  
MASTER        0    0    0    0    0    0    0    0   34    0   78    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₂₄N₄O₃

Average Mass

452.5140 Da

Monoisotopic Mass

452.18484 Da

IUPAC Name

3-{4,8-dimethoxy-9H-pyrido[3,4-b]indol-1-yl}-1-{9H-pyrido[3,4-b]indol-1-yl}propan-1-ol

Traditional Name

quassidine B

CAS Registry Number

1207862-37-0

SMILES

COC1=CC=CC2=C1NC1=C2C(OC)=CN=C1CCC(O)C1=NC=CC2=C1NC1=C2C=CC=C1

InChI Identifier

InChI=1S/C27H24N4O3/c1-33-21-9-5-7-17-23-22(34-2)14-29-19(26(23)31-24(17)21)10-11-20(32)27-25-16(12-13-28-27)15-6-3-4-8-18(15)30-25/h3-9,12-14,20,30-32H,10-11H2,1-2H3

InChI Key

WVRVQNNTQSYWRT-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as harmala alkaloids. Harmala alkaloids are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Harmala alkaloids

Sub Class

Not Available

Direct Parent

Harmala alkaloids

Alternative Parents

Substituents

Harman
Beta-carboline
Pyridoindole
Indole
Indole or derivatives
Anisole
Phenol ether
Alkyl aryl ether
Benzenoid
Pyridine
Heteroaromatic compound
Pyrrole
Secondary alcohol
Organoheterocyclic compound
Azacycle
Ether
Aromatic alcohol
Organic nitrogen compound
Alcohol
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
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	4.08	ALOGPS
logP	3.32	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	11.11	ChemAxon
pKa (Strongest Basic)	6.25	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.05 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	129.08 m³·mol⁻¹	ChemAxon
Polarizability	49.44 Å³	ChemAxon
Number of Rings	6	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

46184321

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Quassidine B (NP0138469)

MOL for NP0138469 (Quassidine B)

3D MOL for NP0138469 (Quassidine B)

3D SDF for NP0138469 (Quassidine B)

3D-SDF for NP0138469 (Quassidine B)

PDB for NP0138469 (Quassidine B)

3D PDB for NP0138469 (Quassidine B)

SMILES for NP0138469 (Quassidine B)

INCHI for NP0138469 (Quassidine B)

Structure for NP0138469 (Quassidine B)

3D Structure for NP0138469 (Quassidine B)