NP-MRD: Showing NP-Card for Cryptoquindoline (NP0078414)

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Record Information

Version

2.0

Created at

2022-04-28 23:30:07 UTC

Updated at

2022-04-28 23:30:07 UTC

NP-MRD ID

NP0078414

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Cryptoquindoline

Description

11-{10H-indolo[3,2-b]quinolin-10-yl}-5-methyl-5H-indolo[3,2-b]quinoline belongs to the class of organic compounds known as indoloquinolines. These are polycyclic aromatic compounds containing an indole fused to a quinoline. Cryptoquindoline is found in Cryptolepis sanguinolenta . 11-{10H-indolo[3,2-b]quinolin-10-yl}-5-methyl-5H-indolo[3,2-b]quinoline is a strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004231517432D          

 35 42  0  0  0  0            999 V2000
    2.6394   -7.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7347   -6.9006    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0727   -6.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3153   -6.7356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6533   -6.2433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7485   -5.4238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5059   -5.0966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1679   -5.5889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9253   -5.2616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5873   -5.7539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3961   -5.5913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8007   -6.3102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6058   -6.4907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8520   -7.2780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2933   -7.8850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4882   -7.7046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2420   -6.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4920   -6.5734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0205   -4.4422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4136   -3.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5922   -3.9606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1146   -3.2878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4585   -2.5379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2799   -2.4607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7574   -3.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5769   -3.2287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1960   -2.6835    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9778   -2.9471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5969   -2.4018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3787   -2.6654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5413   -3.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9222   -4.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1404   -3.7559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5213   -4.3011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7395   -4.0376    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  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
 17 18  2  0  0  0  0
  2 18  1  0  0  0  0
 10 18  1  0  0  0  0
  9 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 20 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  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
 28 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 19 35  1  0  0  0  0
 26 35  2  0  0  0  0
M  END

     RDKit          3D

 55 62  0  0  0  0  0  0  0  0999 V2000
   -4.3572   -1.4977    1.2028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0660   -1.1094    0.6977 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7138    0.1745    0.5295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3442    1.3849    0.7866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5677    1.6677    1.3122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9356    3.0166    1.4614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0938    4.0320    1.0920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8566    3.7457    0.5613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4823    2.4228    0.4090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3379    1.8868   -0.0715 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4053    0.5479   -0.0285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5424   -0.4463   -0.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7374   -0.0990   -0.9230 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0113    0.1040   -2.2264 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2744    0.0646   -3.3925 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8226    0.3223   -4.6305 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1480    0.6332   -4.7472 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9040    0.6786   -3.5964 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3601    0.4216   -2.3558 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9064    0.4089   -1.1052 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1520    0.6402   -0.6527 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4607    0.5671    0.6619 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7393    0.8031    1.1393 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0286    0.7217    2.4903 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0293    0.3996    3.3872 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7677    0.1671    2.9126 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4704    0.2470    1.5590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1862    0.0074    1.1026 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8765    0.0834   -0.2412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9192   -1.7615   -0.1951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0118   -2.7397   -0.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3350   -4.0624   -0.3825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5277   -4.4366    0.1285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4391   -3.4257    0.4858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1765   -2.0835    0.3404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5156   -1.1420    2.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6505   -2.5402    1.0548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1022   -0.9495    0.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2761    0.9165    1.6339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9077    3.2288    1.8787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3960    5.0750    1.2149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1793    4.5370    0.2644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7736   -0.1804   -3.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2235    0.2867   -5.5454 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5894    0.8366   -5.7062 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9523    0.9274   -3.7153 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5227    1.0559    0.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0501    0.9132    2.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2579    0.3366    4.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9587   -0.0894    3.5992 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3883   -0.2472    1.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9524   -2.4281   -0.9649 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3745   -4.8397   -0.6613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8458   -5.4589    0.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3856   -3.7253    0.9047 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  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 19  1  0
 19 18  2  0
 18 17  1  0
 17 16  2  0
 16 15  1  0
 19 20  1  0
 20 29  2  0
 29 28  1  0
 28 27  2  0
 27 26  1  0
 26 25  2  0
 25 24  1  0
 24 23  2  0
 23 22  1  0
 22 21  2  0
 12 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35  2  1  0
 11  3  1  0
 29 13  1  0
 22 27  1  0
 35 30  1  0
  9  4  1  0
 15 14  2  0
 21 20  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  5 39  1  0
  6 40  1  0
  7 41  1  0
  8 42  1  0
 18 46  1  0
 17 45  1  0
 16 44  1  0
 15 43  1  0
 28 51  1  0
 26 50  1  0
 25 49  1  0
 24 48  1  0
 23 47  1  0
 31 52  1  0
 32 53  1  0
 33 54  1  0
 34 55  1  0
M  END


  Mrv1533004231517432D          

 35 42  0  0  0  0            999 V2000
    2.6394   -7.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7347   -6.9006    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0727   -6.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3153   -6.7356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6533   -6.2433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7485   -5.4238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5059   -5.0966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1679   -5.5889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9253   -5.2616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5873   -5.7539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3961   -5.5913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8007   -6.3102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6058   -6.4907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8520   -7.2780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2933   -7.8850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4882   -7.7046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2420   -6.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4920   -6.5734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0205   -4.4422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4136   -3.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5922   -3.9606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1146   -3.2878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4585   -2.5379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2799   -2.4607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7574   -3.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5769   -3.2287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1960   -2.6835    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9778   -2.9471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5969   -2.4018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3787   -2.6654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5413   -3.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9222   -4.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1404   -3.7559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5213   -4.3011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7395   -4.0376    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  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
 17 18  2  0  0  0  0
  2 18  1  0  0  0  0
 10 18  1  0  0  0  0
  9 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 20 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  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
 28 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 19 35  1  0  0  0  0
 26 35  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0078414

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1C2=C3C=CC=CC3=NC2=C(N2C3=C(C=CC=C3)C3=C2C=C2C=CC=CC2=N3)C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C31H20N4/c1-34-25-16-8-5-13-22(25)31(29-30(34)20-11-3-7-15-24(20)33-29)35-26-17-9-4-12-21(26)28-27(35)18-19-10-2-6-14-23(19)32-28/h2-18H,1H3

> <INCHI_KEY>
AAUYVWYMLDVLOW-UHFFFAOYSA-N

> <FORMULA>
C31H20N4

> <MOLECULAR_WEIGHT>
448.529

> <EXACT_MASS>
448.16879666

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
51.39463371522797

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
11-{10H-indolo[3,2-b]quinolin-10-yl}-5-methyl-5H-indolo[3,2-b]quinoline

> <ALOGPS_LOGP>
6.51

> <JCHEM_LOGP>
7.400846104666667

> <ALOGPS_LOGS>
-4.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
4.419511937975038

> <JCHEM_POLAR_SURFACE_AREA>
35.64

> <JCHEM_REFRACTIVITY>
147.8753

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.64e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
11-{indolo[3,2-b]quinolin-10-yl}-5-methylindolo[3,2-b]quinoline

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  C   UNK     0       4.927 -14.411   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       5.105 -12.881   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       3.869 -11.962   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.455 -12.573   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.219 -11.654   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.397 -10.124   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.811  -9.514   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.047 -10.433   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.460  -9.822   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.696 -10.741   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       8.206 -10.437   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       8.961 -11.779   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.464 -12.116   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.924 -13.586   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.881 -14.719   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.378 -14.382   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.918 -12.912   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.518 -12.270   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       5.638  -8.292   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       4.505  -7.249   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.972  -7.393   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.081  -6.137   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.723  -4.737   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.256  -4.593   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.147  -5.849   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.677  -6.027   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0       7.833  -5.009   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0       9.292  -5.501   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.448  -4.483   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      11.907  -4.975   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      12.210  -6.485   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      11.055  -7.503   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       9.595  -7.011   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       8.440  -8.029   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.980  -7.537   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   18                                                  
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8   10   19                                                  
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   18                                                  
CONECT   18   17    2   10                                                  
CONECT   19    9   20   35                                                  
CONECT   20   19   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   20   26                                                  
CONECT   26   25   27   35                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   33                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   28   34                                                  
CONECT   34   33   35                                                       
CONECT   35   34   19   26                                                  
MASTER        0    0    0    0    0    0    0    0   35    0   84    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₁H₂₀N₄

Average Mass

448.5290 Da

Monoisotopic Mass

448.16880 Da

IUPAC Name

11-{10H-indolo[3,2-b]quinolin-10-yl}-5-methyl-5H-indolo[3,2-b]quinoline

Traditional Name

11-{indolo[3,2-b]quinolin-10-yl}-5-methylindolo[3,2-b]quinoline

CAS Registry Number

Not Available

SMILES

CN1C2=C3C=CC=CC3=NC2=C(N2C3=C(C=CC=C3)C3=C2C=C2C=CC=CC2=N3)C2=CC=CC=C12

InChI Identifier

InChI=1S/C31H20N4/c1-34-25-16-8-5-13-22(25)31(29-30(34)20-11-3-7-15-24(20)33-29)35-26-17-9-4-12-21(26)28-27(35)18-19-10-2-6-14-23(19)32-28/h2-18H,1H3

InChI Key

AAUYVWYMLDVLOW-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Cryptolepis sanguinolenta	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indoloquinolines. These are polycyclic aromatic compounds containing an indole fused to a quinoline.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Indoloquinolines

Direct Parent

Indoloquinolines

Alternative Parents

Substituents

Indoloquinoline
Indole or derivatives
Indole
Benzenoid
Substituted pyrrole
Pyridine
Heteroaromatic compound
Pyrrole
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organonitrogen 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	6.51	ALOGPS
logP	7.4	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Basic)	4.42	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	35.64 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	147.88 m³·mol⁻¹	ChemAxon
Polarizability	51.39 Å³	ChemAxon
Number of Rings	8	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	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

9981100

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Cryptoquindoline (NP0078414)

MOL for NP0078414 (Cryptoquindoline)

3D MOL for NP0078414 (Cryptoquindoline)

3D SDF for NP0078414 (Cryptoquindoline)

3D-SDF for NP0078414 (Cryptoquindoline)

PDB for NP0078414 (Cryptoquindoline)

3D PDB for NP0078414 (Cryptoquindoline)

SMILES for NP0078414 (Cryptoquindoline)

INCHI for NP0078414 (Cryptoquindoline)

Structure for NP0078414 (Cryptoquindoline)

3D Structure for NP0078414 (Cryptoquindoline)