NP-MRD: Showing NP-Card for Picrasidine T (NP0138446)

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Record Information

Version

1.0

Created at

2022-06-29 17:29:56 UTC

Updated at

2022-06-29 17:29:56 UTC

NP-MRD ID

NP0138446

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Picrasidine T

Description

Picrasidine T 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. Picrasidine T is a moderately basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171500422D          

 36 42  0  0  0  0            999 V2000
    6.4546   -4.1226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6476   -3.9511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3927   -3.1665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5857   -2.9950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3308   -2.2104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8828   -1.5973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6279   -0.8126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8209   -0.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5660    0.1435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1180    0.7566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9250    0.5851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4770    1.1982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3908    2.0187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1445    2.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3994    3.1388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8474    3.7519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2064    3.3104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7584    2.6973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5035    1.9126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6965    1.7411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2840    1.0266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5389    0.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3459    0.0705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6008   -0.7141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9869   -0.3711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1799   -0.1995    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    5.6898   -1.7688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3572   -1.2839    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0247   -1.7688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8316   -1.5973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0866   -0.8126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3837   -2.2104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1287   -2.9950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3218   -3.1665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7697   -2.5534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9447   -2.5534    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  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
 15 16  1  0  0  0  0
 15 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
 14 20  2  0  0  0  0
 20 21  1  0  0  0  0
 12 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 22 25  2  0  0  0  0
 25 26  1  0  0  0  0
  7 26  1  0  0  0  0
 11 26  2  0  0  0  0
  6 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 29 35  2  0  0  0  0
 35 36  1  0  0  0  0
  3 36  1  0  0  0  0
 27 36  2  0  0  0  0
M  CHG  1  26   1
M  END

     RDKit          3D

 61 67  0  0  0  0  0  0  0  0999 V2000
   -3.0823   -3.5666    2.8163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5433   -2.4237    2.1302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7245   -1.4317    1.6104 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3583    1.6936   -0.0547 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0724    2.7472    0.9309 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4762    2.0581    2.2006 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6359    1.1745    1.8942 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7872    0.8133    0.4639 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9776    0.1904    0.1130 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0607   -0.1679    0.8608 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9759   -0.7542    0.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2190   -1.2733    0.3589 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6723   -1.2279    1.6656 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9528   -1.8172   -0.6683 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4504   -1.8321   -1.9329 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2024   -1.3148   -2.2575 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4893   -0.7770   -1.2109 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2404   -0.1886   -1.1842 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2822    0.0667   -2.1455 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5590   -0.3195   -3.4413 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6649   -0.1065   -4.5056 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1271    0.6835   -1.7406 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8874    1.0419   -0.4918 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.5388    0.6406    0.4225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3753    1.5209   -0.1407 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6527    1.1273    0.0019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8400    1.6929   -0.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7927    2.8910   -1.0898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0238    1.0532   -0.1076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9899   -0.1378    0.5821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8348   -0.7375    1.0023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6478   -0.0828    0.7005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3202   -0.3847    0.9627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1971   -3.4531    3.9355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0611   -3.8637    2.5566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8209   -4.3840    2.5628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8613   -2.2590    2.2180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8336    2.1386   -0.9543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6676    3.5565    1.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9889    3.2584    0.5145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4083    1.4650    2.5538 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7111    2.8401    2.9559 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5654    1.7784    2.1269 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6760    0.2976    2.5801 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1683   -0.0172    1.8806 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1151   -0.8227    2.4015 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9219   -2.2221   -0.4348 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0357   -2.2617   -2.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8161   -1.3288   -3.2497 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2236   -0.2491   -5.4405 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2495    0.9239   -4.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8261   -0.8441   -4.4309 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3738    0.8792   -2.5156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0924    2.3950   -0.6246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9752    3.3905   -1.3268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9359    1.5220   -0.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9272   -0.6495    0.8198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7558   -1.6602    1.5413 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  1  0
  9 10  1  0
 10 11  1  0
 11 26  2  0
 26 25  1  0
 25 22  2  0
 22 23  1  0
 23 24  1  0
 22 21  1  0
 21 12  2  0
 12 13  1  0
 13 14  1  0
 14 20  2  0
 20 19  1  0
 19 18  2  0
 18 17  1  0
 17 15  2  0
 15 16  1  0
  6 27  1  0
 27 36  2  0
 36 35  1  0
 35 29  2  0
 29 28  1  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
 32 33  1  0
 33 34  2  0
 36  3  1  0
 34 35  1  0
 26  7  1  0
 20 21  1  0
 28 27  1  0
 12 11  1  0
 15 14  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  4 40  1  0
  7 41  1  6
  8 42  1  0
  8 43  1  0
  9 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 25 56  1  0
 24 53  1  0
 24 54  1  0
 24 55  1  0
 13 48  1  0
 19 52  1  0
 18 51  1  0
 17 50  1  0
 16 49  1  0
 28 57  1  0
 31 58  1  0
 32 59  1  0
 33 60  1  0
 34 61  1  0
M  CHG  1  26   1
M  END


  Mrv1533004171500422D          

 36 42  0  0  0  0            999 V2000
    6.4546   -4.1226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6476   -3.9511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3927   -3.1665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5857   -2.9950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3308   -2.2104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8828   -1.5973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6279   -0.8126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8209   -0.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5660    0.1435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1180    0.7566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9250    0.5851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4770    1.1982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3908    2.0187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1445    2.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3994    3.1388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8474    3.7519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2064    3.3104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7584    2.6973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5035    1.9126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6965    1.7411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2840    1.0266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5389    0.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3459    0.0705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6008   -0.7141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9869   -0.3711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1799   -0.1995    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    5.6898   -1.7688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3572   -1.2839    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0247   -1.7688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8316   -1.5973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0866   -0.8126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3837   -2.2104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1287   -2.9950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3218   -3.1665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7697   -2.5534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9447   -2.5534    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
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  8  9  1  0  0  0  0
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 20 21  1  0  0  0  0
 12 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 22 25  2  0  0  0  0
 25 26  1  0  0  0  0
  7 26  1  0  0  0  0
 11 26  2  0  0  0  0
  6 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 29 35  2  0  0  0  0
 35 36  1  0  0  0  0
  3 36  1  0  0  0  0
 27 36  2  0  0  0  0
M  CHG  1  26   1
M  END
> <DATABASE_ID>
NP0138446

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CN=C(C2CCCC3=[N+]2C=C(OC)C2=C3NC3=C2C=CC=C3O)C2=C1C1=C(N2)C(O)=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C28H24N4O4/c1-35-20-12-29-27(28-22(20)14-6-3-11-19(34)25(14)31-28)17-9-5-8-16-26-23(21(36-2)13-32(16)17)15-7-4-10-18(33)24(15)30-26/h3-4,6-7,10-13,17H,5,8-9H2,1-2H3,(H3,29,31,33,34)/p+1

> <INCHI_KEY>
UFGLDKPJSVKHMA-UHFFFAOYSA-O

> <FORMULA>
C28H25N4O4

> <MOLECULAR_WEIGHT>
481.531

> <EXACT_MASS>
481.187031721

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
52.45844983591577

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
11-hydroxy-4-{8-hydroxy-4-methoxy-9H-pyrido[3,4-b]indol-1-yl}-7-methoxy-1H,2H,3H,4H,12H-5λ⁵-indolo[2,3-a]quinolizin-5-ylium

> <ALOGPS_LOGP>
1.44

> <JCHEM_LOGP>
-0.737666934471746

> <ALOGPS_LOGS>
-5.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
9.511503116018046

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.884840976482506

> <JCHEM_PKA_STRONGEST_BASIC>
2.5866529438151553

> <JCHEM_POLAR_SURFACE_AREA>
107.27

> <JCHEM_REFRACTIVITY>
135.7892

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.81e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
11-hydroxy-4-{8-hydroxy-4-methoxy-9H-pyrido[3,4-b]indol-1-yl}-7-methoxy-1H,2H,3H,4H,12H-5λ⁵-indolo[2,3-a]quinolizin-5-ylium

> <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      12.049  -7.696   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      10.542  -7.375   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      10.066  -5.911   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.560  -5.591   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       8.084  -4.126   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       9.115  -2.982   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.639  -1.517   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.132  -1.197   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.656   0.268   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.687   1.412   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.193   1.092   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.224   2.237   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      10.063   3.768   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      11.470   4.395   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.946   5.859   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      10.915   7.004   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      13.452   6.179   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.482   5.035   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.006   3.570   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.500   3.250   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.730   1.916   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.206   0.452   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      13.712   0.132   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      14.188  -1.333   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.176  -0.693   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0       9.669  -0.372   0.000  0.00  0.00           N+1
HETATM   27  C   UNK     0      10.621  -3.302   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0      11.867  -2.397   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0      13.113  -3.302   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      14.619  -2.982   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      15.095  -1.517   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      15.650  -4.126   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      15.174  -5.591   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      13.667  -5.911   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      12.637  -4.766   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      11.097  -4.766   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   36                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   27                                                  
CONECT    7    6    8   26                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   26                                                  
CONECT   12   11   13   21                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   20                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   14   21                                                  
CONECT   21   20   12   22                                                  
CONECT   22   21   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   22   26                                                       
CONECT   26   25    7   11                                                  
CONECT   27    6   28   36                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   35                                                  
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   29   36                                                  
CONECT   36   35    3   27                                                  
MASTER        0    0    0    0    0    0    0    0   36    0   84    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₂₅N₄O₄

Average Mass

481.5310 Da

Monoisotopic Mass

481.18703 Da

IUPAC Name

11-hydroxy-4-{8-hydroxy-4-methoxy-9H-pyrido[3,4-b]indol-1-yl}-7-methoxy-1H,2H,3H,4H,12H-5λ⁵-indolo[2,3-a]quinolizin-5-ylium

Traditional Name

11-hydroxy-4-{8-hydroxy-4-methoxy-9H-pyrido[3,4-b]indol-1-yl}-7-methoxy-1H,2H,3H,4H,12H-5λ⁵-indolo[2,3-a]quinolizin-5-ylium

CAS Registry Number

113808-03-0

SMILES

COC1=CN=C(C2CCCC3=[N+]2C=C(OC)C2=C3NC3=C2C=CC=C3O)C2=C1C1=C(N2)C(O)=CC=C1

InChI Identifier

InChI=1S/C28H24N4O4/c1-35-20-12-29-27(28-22(20)14-6-3-11-19(34)25(14)31-28)17-9-5-8-16-26-23(21(36-2)13-32(16)17)15-7-4-10-18(33)24(15)30-26/h3-4,6-7,10-13,17H,5,8-9H2,1-2H3,(H3,29,31,33,34)/p+1

InChI Key

UFGLDKPJSVKHMA-UHFFFAOYSA-O

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
Bipyridine
Hydroxyindole
Quinolizine
Indole
Indole or derivatives
1-hydroxy-4-unsubstituted benzenoid
Phenol
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Pyridinium
Pyridine
Heteroaromatic compound
Pyrrole
Organoheterocyclic compound
Azacycle
Ether
Hydrocarbon derivative
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Organic cation
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	1.44	ALOGPS
logP	-0.74	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	8.88	ChemAxon
pKa (Strongest Basic)	2.59	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.27 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	135.79 m³·mol⁻¹	ChemAxon
Polarizability	52.46 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

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

13946337

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Picrasidine T (NP0138446)

MOL for NP0138446 (Picrasidine T)

3D MOL for NP0138446 (Picrasidine T)

3D SDF for NP0138446 (Picrasidine T)

3D-SDF for NP0138446 (Picrasidine T)

PDB for NP0138446 (Picrasidine T)

3D PDB for NP0138446 (Picrasidine T)

SMILES for NP0138446 (Picrasidine T)

INCHI for NP0138446 (Picrasidine T)

Structure for NP0138446 (Picrasidine T)

3D Structure for NP0138446 (Picrasidine T)