NP-MRD: Showing NP-Card for Psychotridine (NP0050896)

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Record Information

Version

2.0

Created at

2022-04-27 22:22:06 UTC

Updated at

2022-04-27 22:22:07 UTC

NP-MRD ID

NP0050896

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Psychotridine

Description

(3AS,8aS)-3a-[(3aR,8aR)-3a-[(3aR,8aR)-7-[(3aS,8aS)-1-methyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indol-3a-yl]-1-methyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indol-3a-yl]-1-methyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indol-7-yl]-7-[(3aS,8aR)-1-methyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indol-3a-yl]-1-methyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indole belongs to the class of organic compounds known as pyrroloindoles. Pyrroloindoles are compounds containing a pyrroloindole moiety, which is a tricyclic heterocycle which consists of a pyrrole ring fused to an indole. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Indole is a bicyclic compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring. Psychotridine is found in Psychotria beccarioides, Psychotria beccaroides, Psychotria colorata, Psychotria forsteriana, Psychotria milnei and Psychotria oleoides. Based on a literature review very few articles have been published on (3aS,8aS)-3a-[(3aR,8aR)-3a-[(3aR,8aR)-7-[(3aS,8aS)-1-methyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indol-3a-yl]-1-methyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indol-3a-yl]-1-methyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indol-7-yl]-7-[(3aS,8aR)-1-methyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indol-3a-yl]-1-methyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indole.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282200222D          

 65 79  0  0  1  0            999 V2000
    2.2145   -3.7454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9442   -2.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1340   -2.8103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5942   -3.4342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8645   -4.2136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5756   -4.3076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2068   -4.7116    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4701   -4.2400    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2307   -3.4505    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1279   -4.7379    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9566   -5.4558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0327   -5.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2259   -5.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6409   -8.8572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2050   -8.2551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9655   -7.4656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.2150   -9.6730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9751   -9.3524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0775   -8.5337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4198   -8.0358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6596   -8.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9446  -10.4524    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1198  -10.4362    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4429  -10.9079    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7852  -10.4099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0555   -9.6304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4267  -11.7327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1606   -9.1415    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4971   -8.6435    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3219   -8.6272    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5614   -7.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8845   -7.3660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8199   -9.2850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3211   -6.4445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5605   -5.6550    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2182   -5.1570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9479   -4.3775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1230   -4.3938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0077   -5.3964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8636   -2.0309    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6885   -2.0146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9279   -1.2251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7313   -1.0377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2953   -1.6398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0559   -2.4293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2525   -2.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2510   -0.7535    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5933   -1.2515    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2316   -1.2677    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4710   -2.0572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2059   -2.5289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7588   -0.5648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  4  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
 10 13  1  0  0  0  0
  7 14  1  6  0  0  0
 14 15  1  1  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 21 17  1  1  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
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
 28 24  1  1  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 29 34  1  0  0  0  0
 30 35  1  0  0  0  0
 36 35  1  1  0  0  0
 28 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 28 39  1  0  0  0  0
 37 40  1  0  0  0  0
 23 41  1  0  0  0  0
 42 41  1  6  0  0  0
 21 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 21 45  1  0  0  0  0
 43 46  1  0  0  0  0
 16 47  1  0  0  0  0
 48 47  1  1  0  0  0
 14 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 14 51  1  0  0  0  0
 49 52  1  0  0  0  0
 53  3  1  1  0  0  0
 53 54  1  0  0  0  0
 54 55  2  0  0  0  0
 55 56  1  0  0  0  0
 56 57  2  0  0  0  0
 57 58  1  0  0  0  0
 58 59  2  0  0  0  0
 54 59  1  0  0  0  0
 55 60  1  0  0  0  0
 61 60  1  6  0  0  0
 53 61  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 63 64  1  0  0  0  0
 53 64  1  0  0  0  0
 62 65  1  0  0  0  0
M  END

     RDKit          3D

127141  0  0  0  0  0  0  0  0999 V2000
   -8.7592    3.9990    0.4569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5337    3.2838    0.1477 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6711    3.1548    1.3059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5524    1.6819    1.6138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6388    1.1015    0.1536 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.3771    1.3894   -0.5063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3687    2.2435   -1.6373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1931    2.5107   -2.2476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0073    1.9873   -1.8149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9709    1.1434   -0.7087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1928    0.8597   -0.0648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8620    0.0365    1.0821 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5111    0.3684    1.3964 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4918    1.7408    1.8557 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2096    1.8315    3.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5181    2.4580    1.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7456    1.3614    0.3122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8898    0.4377   -0.0121 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5506   -0.8580   -0.5503 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6792   -1.3887   -1.4856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1803   -2.8042   -1.6910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8166   -3.1821   -0.3662 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9881   -4.3381   -0.2479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2623   -1.9975    0.3006 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1988   -2.1406    0.2395 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6745   -1.5380   -0.9664 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9081   -1.6878   -1.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0297   -2.3994   -1.0024 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9168   -3.9088   -0.9540 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3657   -4.3353   -0.8725 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.0700   -3.7714   -2.4138 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2237   -2.3078   -1.9821 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6427   -0.9683   -1.6186 N   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4541   -2.0614    1.5718 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2147   -1.3828    2.4577 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1697   -0.4861    2.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4077   -0.2276    0.6784 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3902    0.7655    0.3980 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3292    0.3300   -0.6570 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1529    1.3613   -1.7664 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8897    2.0796   -1.3813 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8237    3.3459   -2.0470 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1075    2.1236   -0.0591 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4026    2.6527    1.0285 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3069    2.2932    2.1136 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5909    2.8760    3.3614 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5767    2.3323    4.1718 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2633    1.2241    3.7361 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    0.6286    2.5065 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0155    1.1795    1.7137 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0103   -1.0180   -2.8067 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9888   -0.2839   -3.3624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2166   -0.1672   -2.7142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3846   -0.7939   -1.5063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1808   -0.2471    0.2091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7196   -1.5208    0.0874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5332   -2.6223    0.2097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8720   -2.4397    0.4652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3638   -1.1523    0.5914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5489   -0.0665    0.4677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8557    1.3358    0.5327 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8010    1.9395   -0.3099 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.5806    3.4928   -0.0844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6997    5.0651    0.2651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9373    3.8658    1.5654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1376    3.6536    2.1761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7018    3.6345    1.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5343    1.5009    2.0083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3546    1.2878    2.2288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3370    2.6343   -1.9482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1992    3.1668   -3.1162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0742    2.2314   -2.3082 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652304282200222D          

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M  END
> <DATABASE_ID>
NP0050896

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1CC[C@@]2([C@@H]1NC1=C2C=CC=C1)C1=CC=CC2=C1N[C@H]1N(C)CC[C@@]21C1=CC=CC2=C1N[C@@H]1N(C)CC[C@]21[C@]12CCN(C)[C@H]1NC1=C(C=CC=C21)[C@@]12CCN(C)[C@@H]1NC1=C2C=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C55H62N10/c1-61-28-23-51(33-13-6-8-21-41(33)56-46(51)61)35-15-10-16-36-43(35)58-48-53(36,25-30-63(48)3)38-18-12-20-40-45(38)60-50-55(40,27-32-65(50)5)54-26-31-64(4)49(54)59-44-37(17-11-19-39(44)54)52-24-29-62(2)47(52)57-42-22-9-7-14-34(42)52/h6-22,46-50,56-60H,23-32H2,1-5H3/t46-,47+,48+,49-,50-,51+,52+,53+,54+,55+/m1/s1

> <INCHI_KEY>
DVJSMVZSIBHXAO-ZLLCLIFMSA-N

> <FORMULA>
C55H62N10

> <MOLECULAR_WEIGHT>
863.171

> <EXACT_MASS>
862.515892036

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
127

> <JCHEM_AVERAGE_POLARIZABILITY>
97.90560175329252

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3aR,8aR)-3a-[(3aR,8aR)-7-[(3aS,8aS)-7-[(3aS,8aR)-1-methyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indol-3a-yl]-1-methyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indol-3a-yl]-1-methyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indol-3a-yl]-7-[(3aS,8aS)-1-methyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indol-3a-yl]-1-methyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indole

> <ALOGPS_LOGP>
5.69

> <JCHEM_LOGP>
6.628190415666666

> <ALOGPS_LOGS>
-4.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
15

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
14.690138461327262

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.688965806219644

> <JCHEM_PKA_STRONGEST_BASIC>
7.67821425928704

> <JCHEM_POLAR_SURFACE_AREA>
76.35

> <JCHEM_REFRACTIVITY>
299.87100000000015

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.26e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3aR,8aR)-3a-[(3aR,8aR)-7-[(3aS,8aS)-7-[(3aS,8aR)-1-methyl-2H,3H,8H,8aH-pyrrolo[2,3-b]indol-3a-yl]-1-methyl-2H,3H,8H,8aH-pyrrolo[2,3-b]indol-3a-yl]-1-methyl-2H,3H,8H,8aH-pyrrolo[2,3-b]indol-3a-yl]-7-[(3aS,8aS)-1-methyl-2H,3H,8H,8aH-pyrrolo[2,3-b]indol-3a-yl]-1-methyl-2H,3H,8H,8aH-pyrrolo[2,3-b]indole

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       4.134  -6.991   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.629  -5.536   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.117  -5.246   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.109  -6.411   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.614  -7.865   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.941  -8.041   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.386  -8.795   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.878  -7.915   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      -0.431  -6.441   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0      -2.105  -8.844   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      -1.786 -10.184   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.061 -10.269   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.631  -8.265   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.649  -9.676   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.422 -10.605   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.926 -12.060   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.081 -13.225   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.594 -12.934   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.098 -11.479   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.091 -10.315   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.423 -14.680   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.116 -14.710   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.563 -16.184   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.063 -16.533   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.116 -15.410   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -3.669 -13.936   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.169 -13.586   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -3.510 -18.007   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -4.774 -17.127   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -6.001 -18.056   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -7.420 -17.458   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -7.611 -15.930   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -6.384 -15.000   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -4.965 -15.599   0.000  0.00  0.00           C+0
HETATM   35  N   UNK     0      -5.497 -19.511   0.000  0.00  0.00           N+0
HETATM   36  C   UNK     0      -3.957 -19.481   0.000  0.00  0.00           C+0
HETATM   37  N   UNK     0      -2.693 -20.361   0.000  0.00  0.00           N+0
HETATM   38  C   UNK     0      -1.466 -19.432   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -1.970 -17.977   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -2.663 -21.901   0.000  0.00  0.00           C+0
HETATM   41  N   UNK     0      -0.300 -17.064   0.000  0.00  0.00           N+0
HETATM   42  C   UNK     0       0.928 -16.134   0.000  0.00  0.00           C+0
HETATM   43  N   UNK     0       2.468 -16.104   0.000  0.00  0.00           N+0
HETATM   44  C   UNK     0       2.915 -14.630   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       1.651 -13.750   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       3.397 -17.332   0.000  0.00  0.00           C+0
HETATM   47  N   UNK     0       2.466 -12.030   0.000  0.00  0.00           N+0
HETATM   48  C   UNK     0       2.913 -10.556   0.000  0.00  0.00           C+0
HETATM   49  N   UNK     0       4.141  -9.626   0.000  0.00  0.00           N+0
HETATM   50  C   UNK     0       3.636  -8.171   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       2.096  -8.202   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       5.614 -10.073   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       1.612  -3.791   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       3.152  -3.761   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       3.599  -2.287   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       5.098  -1.937   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       6.151  -3.061   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0       5.704  -4.535   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0       4.205  -4.885   0.000  0.00  0.00           C+0
HETATM   60  N   UNK     0       2.335  -1.406   0.000  0.00  0.00           N+0
HETATM   61  C   UNK     0       1.107  -2.336   0.000  0.00  0.00           C+0
HETATM   62  N   UNK     0      -0.432  -2.366   0.000  0.00  0.00           N+0
HETATM   63  C   UNK     0      -0.879  -3.840   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0       0.384  -4.721   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0      -1.416  -1.054   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   53                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8   12   14                                             
CONECT    8    7    9   10                                                  
CONECT    9    8    4                                                       
CONECT   10    8   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11    7                                                       
CONECT   13   10                                                            
CONECT   14    7   15   48   51                                             
CONECT   15   14   16   20                                                  
CONECT   16   15   17   47                                                  
CONECT   17   16   18   21                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   15                                                       
CONECT   21   17   22   42   45                                             
CONECT   22   21   23   27                                                  
CONECT   23   22   24   41                                                  
CONECT   24   23   25   28                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   22                                                       
CONECT   28   24   29   36   39                                             
CONECT   29   28   30   34                                                  
CONECT   30   29   31   35                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   29                                                       
CONECT   35   30   36                                                       
CONECT   36   35   28   37                                                  
CONECT   37   36   38   40                                                  
CONECT   38   37   39                                                       
CONECT   39   38   28                                                       
CONECT   40   37                                                            
CONECT   41   23   42                                                       
CONECT   42   41   21   43                                                  
CONECT   43   42   44   46                                                  
CONECT   44   43   45                                                       
CONECT   45   44   21                                                       
CONECT   46   43                                                            
CONECT   47   16   48                                                       
CONECT   48   47   14   49                                                  
CONECT   49   48   50   52                                                  
CONECT   50   49   51                                                       
CONECT   51   50   14                                                       
CONECT   52   49                                                            
CONECT   53    3   54   61   64                                             
CONECT   54   53   55   59                                                  
CONECT   55   54   56   60                                                  
CONECT   56   55   57                                                       
CONECT   57   56   58                                                       
CONECT   58   57   59                                                       
CONECT   59   58   54                                                       
CONECT   60   55   61                                                       
CONECT   61   60   53   62                                                  
CONECT   62   61   63   65                                                  
CONECT   63   62   64                                                       
CONECT   64   63   53                                                       
CONECT   65   62                                                            
MASTER        0    0    0    0    0    0    0    0   65    0  158    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₅₅H₆₂N₁₀

Average Mass

863.1710 Da

Monoisotopic Mass

862.51589 Da

IUPAC Name

(3aR,8aR)-3a-[(3aR,8aR)-7-[(3aS,8aS)-7-[(3aS,8aR)-1-methyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indol-3a-yl]-1-methyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indol-3a-yl]-1-methyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indol-3a-yl]-7-[(3aS,8aS)-1-methyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indol-3a-yl]-1-methyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indole

Traditional Name

(3aR,8aR)-3a-[(3aR,8aR)-7-[(3aS,8aS)-7-[(3aS,8aR)-1-methyl-2H,3H,8H,8aH-pyrrolo[2,3-b]indol-3a-yl]-1-methyl-2H,3H,8H,8aH-pyrrolo[2,3-b]indol-3a-yl]-1-methyl-2H,3H,8H,8aH-pyrrolo[2,3-b]indol-3a-yl]-7-[(3aS,8aS)-1-methyl-2H,3H,8H,8aH-pyrrolo[2,3-b]indol-3a-yl]-1-methyl-2H,3H,8H,8aH-pyrrolo[2,3-b]indole

CAS Registry Number

Not Available

SMILES

CN1CC[C@@]2([C@@H]1NC1=C2C=CC=C1)C1=CC=CC2=C1N[C@H]1N(C)CC[C@@]21C1=CC=CC2=C1N[C@@H]1N(C)CC[C@]21[C@]12CCN(C)[C@H]1NC1=C(C=CC=C21)[C@@]12CCN(C)[C@@H]1NC1=C2C=CC=C1

InChI Identifier

InChI=1S/C55H62N10/c1-61-28-23-51(33-13-6-8-21-41(33)56-46(51)61)35-15-10-16-36-43(35)58-48-53(36,25-30-63(48)3)38-18-12-20-40-45(38)60-50-55(40,27-32-65(50)5)54-26-31-64(4)49(54)59-44-37(17-11-19-39(44)54)52-24-29-62(2)47(52)57-42-22-9-7-14-34(42)52/h6-22,46-50,56-60H,23-32H2,1-5H3/t46-,47+,48+,49-,50-,51+,52+,53+,54+,55+/m1/s1

InChI Key

DVJSMVZSIBHXAO-ZLLCLIFMSA-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
Psychotria beccarioides	Plant	KNApSAcK
Psychotria beccaroides	Plant	KNApSAcK
Psychotria colorata	Plant	KNApSAcK
Psychotria forsteriana	LOTUS Database	35616633
Psychotria milnei	LOTUS Database	35616633
Psychotria oleoides	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrroloindoles. Pyrroloindoles are compounds containing a pyrroloindole moiety, which is a tricyclic heterocycle which consists of a pyrrole ring fused to an indole. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Indole is a bicyclic compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Pyrroloindoles

Direct Parent

Pyrroloindoles

Alternative Parents

Substituents

Pyrroloindole
Dihydroindole
Indole
Secondary aliphatic/aromatic amine
Benzenoid
N-alkylpyrrolidine
Pyrrolidine
Pyrrole
Azacycle
Secondary amine
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Amine
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	5.69	ALOGPS
logP	6.63	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	14.69	ChemAxon
pKa (Strongest Basic)	7.68	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	76.35 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	299.87 m³·mol⁻¹	ChemAxon
Polarizability	97.91 Å³	ChemAxon
Number of Rings	15	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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

162993062

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Psychotridine (NP0050896)

MOL for NP0050896 (Psychotridine)

3D MOL for NP0050896 (Psychotridine)

3D SDF for NP0050896 (Psychotridine)

3D-SDF for NP0050896 (Psychotridine)

PDB for NP0050896 (Psychotridine)

3D PDB for NP0050896 (Psychotridine)

SMILES for NP0050896 (Psychotridine)

INCHI for NP0050896 (Psychotridine)

Structure for NP0050896 (Psychotridine)

3D Structure for NP0050896 (Psychotridine)