NP-MRD: Showing NP-Card for ({8-methoxy-21-methyl-11-oxa-6,19,21-triazahexacyclo[10.7.4.0¹,¹².0²,¹⁰.0³,⁷.0¹³,¹⁸]tricosa-2,4,7,9,13,15,17-heptaen-4-yl}methyl)dimethylamine (NP0282629)

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Record Information

Version

2.0

Created at

2022-09-09 09:32:04 UTC

Updated at

2022-09-09 09:32:05 UTC

NP-MRD ID

NP0282629

Secondary Accession Numbers

None

Natural Product Identification

Common Name

({8-methoxy-21-methyl-11-oxa-6,19,21-triazahexacyclo[10.7.4.0¹,¹².0²,¹⁰.0³,⁷.0¹³,¹⁸]tricosa-2,4,7,9,13,15,17-heptaen-4-yl}methyl)dimethylamine

Description

({8-Methoxy-21-methyl-11-oxa-6,19,21-triazahexacyclo[10.7.4.0¹,¹².0²,¹⁰.0³,⁷.0¹³,¹⁸]Tricosa-2,4,7,9,13,15,17-heptaen-4-yl}methyl)dimethylamine belongs to the class of organic compounds known as beta carbolines. ({8-methoxy-21-methyl-11-oxa-6,19,21-triazahexacyclo[10.7.4.0¹,¹².0²,¹⁰.0³,⁷.0¹³,¹⁸]tricosa-2,4,7,9,13,15,17-heptaen-4-yl}methyl)dimethylamine is found in Phalaris coerulescens. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety ({8-methoxy-21-methyl-11-oxa-6,19,21-triazahexacyclo[10.7.4.0¹,¹².0²,¹⁰.0³,⁷.0¹³,¹⁸]Tricosa-2,4,7,9,13,15,17-heptaen-4-yl}methyl)dimethylamine is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004271515262D          

 30 35  0  0  0  0            999 V2000
    7.0841    2.8409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3297    3.1747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6633    2.6882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9089    3.0221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2426    2.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4352    2.7053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0243    1.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1873    1.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9646    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5180    0.4195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2649   -0.3657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5499    0.6538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5778    1.3781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1669    0.6627    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3595    0.8323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6932    0.3459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9388    0.6797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8507    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5170    1.9865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2714    1.6526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3307    1.7153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0851    1.3815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3418    0.5975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8585   -0.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1957   -0.8240    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0164   -0.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7123   -1.4925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1668    0.5994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4200    1.3846    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7514    1.8680    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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
  7 13  1  0  0  0  0
 13 14  1  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
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
  7 20  1  0  0  0  0
 15 20  1  0  0  0  0
 13 21  1  0  0  0  0
  5 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 23 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
  3 30  2  0  0  0  0
 22 30  1  0  0  0  0
M  END

     RDKit          3D

 58 63  0  0  0  0  0  0  0  0999 V2000
    2.5636    5.2452   -1.3994 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9561    3.8867   -1.3666 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1203    2.8839   -0.9092 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8717    3.2365   -0.4764 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0168    2.2670   -0.0173 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3706    0.9057    0.0266 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6426    0.5643   -0.4141 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2953   -0.6391   -0.4626 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8465   -1.9656   -0.1295 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9854   -2.9077   -0.2839 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4642   -4.2570    0.0097 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9740   -2.6478    0.7456 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5695   -0.3441   -0.9671 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6509    0.9659   -1.1991 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4840    1.5613   -0.8701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7595    0.1793    0.5547 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2365   -1.0999   -0.0034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3567   -1.0216   -1.4600 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4380   -2.3410   -2.0643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5860   -0.2738   -1.7056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3471    1.1064   -1.1666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9226    1.1780    0.2361 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2721    2.3779    0.4728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9729    0.8620    1.2207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3262    1.0131    1.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0368    0.6166    2.3655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3852    0.0668    3.4496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0168   -0.0895    3.4254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2989    0.3033    2.3179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9161    0.2547    2.0066 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1609    5.5643   -0.4045 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4026    5.9159   -1.6519 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7350    5.4084   -2.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5831    4.2770   -0.5047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1277   -2.4131   -0.8525 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4678   -2.1493    0.8808 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8235   -4.2421    0.9104 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3203   -4.9310    0.1917 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8537   -4.6294   -0.8434 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9674   -2.8617    0.3022 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8628   -3.3791    1.5756 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9536   -1.6059    1.1267 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3668   -1.0649   -1.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4808    1.5115   -1.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3266   -1.1873    0.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8194   -2.0317    0.2519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5301   -2.4151   -2.7320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3150   -2.4772   -2.7021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2996   -3.1263   -1.2967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4528   -0.7308   -1.1941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7178   -0.2564   -2.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3215    1.6453   -1.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6285    1.6159   -1.8469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8309    1.4461    0.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1323    0.7290    2.4144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9697   -0.2422    4.3266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5527   -0.5253    4.3019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1492    0.2679    2.6781 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 15  2  0
 15 14  1  0
 14 13  1  0
 13  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5 23  1  0
 22 23  1  1
 22 21  1  0
 21 20  1  0
 20 18  1  0
 18 19  1  0
 18 17  1  0
 17 16  1  0
 16 30  1  1
 30 29  1  0
 29 28  2  0
 28 27  1  0
 27 26  2  0
 26 25  1  0
 25 24  2  0
  5  4  2  0
  4  3  1  0
  7 15  1  0
 16  6  1  0
 24 29  1  0
 16 22  1  0
 24 22  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
 14 44  1  0
 13 43  1  0
  9 35  1  0
  9 36  1  0
 11 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 12 42  1  0
 21 52  1  0
 21 53  1  0
 20 50  1  0
 20 51  1  0
 19 47  1  0
 19 48  1  0
 19 49  1  0
 17 45  1  0
 17 46  1  0
 30 58  1  0
 28 57  1  0
 27 56  1  0
 26 55  1  0
 25 54  1  0
  4 34  1  0
M  END


  Mrv1533004271515262D          

 30 35  0  0  0  0            999 V2000
    7.0841    2.8409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3297    3.1747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6633    2.6882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9089    3.0221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2426    2.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4352    2.7053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0243    1.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1873    1.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9646    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5180    0.4195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2649   -0.3657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5499    0.6538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5778    1.3781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1669    0.6627    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3595    0.8323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6932    0.3459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9388    0.6797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8507    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5170    1.9865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2714    1.6526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3307    1.7153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0851    1.3815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3418    0.5975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8585   -0.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1957   -0.8240    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0164   -0.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7123   -1.4925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1668    0.5994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4200    1.3846    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7514    1.8680    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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
  7 13  1  0  0  0  0
 13 14  1  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
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
  7 20  1  0  0  0  0
 15 20  1  0  0  0  0
 13 21  1  0  0  0  0
  5 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 23 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
  3 30  2  0  0  0  0
 22 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0282629

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C2NC=C(CN(C)C)C2=C2C(OC34CCN(C)CC23NC2=CC=CC=C42)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H28N4O2/c1-27(2)13-15-12-25-22-19(29-4)11-18-21(20(15)22)23-14-28(3)10-9-24(23,30-18)16-7-5-6-8-17(16)26-23/h5-8,11-12,25-26H,9-10,13-14H2,1-4H3

> <INCHI_KEY>
ACLHIKYUUPINNW-UHFFFAOYSA-N

> <FORMULA>
C24H28N4O2

> <MOLECULAR_WEIGHT>
404.514

> <EXACT_MASS>
404.221226158

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
45.06895633870654

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
({8-methoxy-21-methyl-11-oxa-6,19,21-triazahexacyclo[10.7.4.0¹,¹².0²,¹⁰.0³,⁷.0¹³,¹⁸]tricosa-2,4,7,9,13,15,17-heptaen-4-yl}methyl)dimethylamine

> <ALOGPS_LOGP>
3.34

> <JCHEM_LOGP>
2.3491665326666666

> <ALOGPS_LOGS>
-3.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
15.336463893328688

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.878630949900941

> <JCHEM_PKA_STRONGEST_BASIC>
8.99536591890131

> <JCHEM_POLAR_SURFACE_AREA>
52.760000000000005

> <JCHEM_REFRACTIVITY>
120.04069999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.65e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
({8-methoxy-21-methyl-11-oxa-6,19,21-triazahexacyclo[10.7.4.0¹,¹².0²,¹⁰.0³,⁷.0¹³,¹⁸]tricosa-2,4,7,9,13,15,17-heptaen-4-yl}methyl)dimethylamine

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-APR-15         0                                  
HETATM    1  C   UNK     0      13.224   5.303   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      11.815   5.926   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      10.572   5.018   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.163   5.641   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.919   4.733   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       6.412   5.050   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       5.645   3.714   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.083   3.601   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.667   1.925   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       4.700   0.783   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       4.228  -0.683   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.626   1.220   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.679   2.572   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       5.912   1.237   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       4.404   1.554   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.161   0.646   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.752   1.269   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.588   2.800   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.832   3.708   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.240   3.085   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.084   3.202   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.492   2.579   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.971   1.115   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.069  -0.133   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0       9.699  -1.538   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0      11.231  -1.696   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.796  -2.786   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      11.511   1.119   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0      11.984   2.585   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0      10.736   3.487   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   30                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   21                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   13   20                                             
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12    7   14   21                                             
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19    7   15                                                  
CONECT   21   13    5   22                                                  
CONECT   22   21   23   30                                                  
CONECT   23   22   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   23   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29    3   22                                                  
MASTER        0    0    0    0    0    0    0    0   30    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₂₈N₄O₂

Average Mass

404.5140 Da

Monoisotopic Mass

404.22123 Da

IUPAC Name

({8-methoxy-21-methyl-11-oxa-6,19,21-triazahexacyclo[10.7.4.0¹,¹².0²,¹⁰.0³,⁷.0¹³,¹⁸]tricosa-2,4,7,9,13,15,17-heptaen-4-yl}methyl)dimethylamine

Traditional Name

({8-methoxy-21-methyl-11-oxa-6,19,21-triazahexacyclo[10.7.4.0¹,¹².0²,¹⁰.0³,⁷.0¹³,¹⁸]tricosa-2,4,7,9,13,15,17-heptaen-4-yl}methyl)dimethylamine

CAS Registry Number

Not Available

SMILES

COC1=C2NC=C(CN(C)C)C2=C2C(OC34CCN(C)CC23NC2=CC=CC=C42)=C1

InChI Identifier

InChI=1S/C24H28N4O2/c1-27(2)13-15-12-25-22-19(29-4)11-18-21(20(15)22)23-14-28(3)10-9-24(23,30-18)16-7-5-6-8-17(16)26-23/h5-8,11-12,25-26H,9-10,13-14H2,1-4H3

InChI Key

ACLHIKYUUPINNW-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Phalaris coerulescens	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Pyridoindoles

Direct Parent

Beta carbolines

Alternative Parents

Substituents

Beta-carboline
3-alkylindole
Coumaran
Indole
Dihydroindole
Anisole
Phenol ether
Alkyl aryl ether
Secondary aliphatic/aromatic amine
Aralkylamine
Piperidine
Benzenoid
Substituted pyrrole
Pyrrole
Heteroaromatic compound
Tertiary amine
Tertiary aliphatic amine
Ether
Oxacycle
Azacycle
Secondary amine
Amine
Organic nitrogen compound
Hydrocarbon derivative
Organic oxygen compound
Organonitrogen compound
Organooxygen 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	3.34	ALOGPS
logP	2.35	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	13.88	ChemAxon
pKa (Strongest Basic)	9	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	52.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	120.04 m³·mol⁻¹	ChemAxon
Polarizability	45.07 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	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

73232188

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for ({8-methoxy-21-methyl-11-oxa-6,19,21-triazahexacyclo[10.7.4.0¹,¹².0²,¹⁰.0³,⁷.0¹³,¹⁸]tricosa-2,4,7,9,13,15,17-heptaen-4-yl}methyl)dimethylamine (NP0282629)

MOL for NP0282629 (({8-methoxy-21-methyl-11-oxa-6,19,21-triazahexacyclo[10.7.4.0¹,¹².0²,¹⁰.0³,⁷.0¹³,¹⁸]tricosa-2,4,7,9,13,15,17-heptaen-4-yl}methyl)dimethylamine)

3D MOL for NP0282629 (({8-methoxy-21-methyl-11-oxa-6,19,21-triazahexacyclo[10.7.4.0¹,¹².0²,¹⁰.0³,⁷.0¹³,¹⁸]tricosa-2,4,7,9,13,15,17-heptaen-4-yl}methyl)dimethylamine)

3D SDF for NP0282629 (({8-methoxy-21-methyl-11-oxa-6,19,21-triazahexacyclo[10.7.4.0¹,¹².0²,¹⁰.0³,⁷.0¹³,¹⁸]tricosa-2,4,7,9,13,15,17-heptaen-4-yl}methyl)dimethylamine)

3D-SDF for NP0282629 (({8-methoxy-21-methyl-11-oxa-6,19,21-triazahexacyclo[10.7.4.0¹,¹².0²,¹⁰.0³,⁷.0¹³,¹⁸]tricosa-2,4,7,9,13,15,17-heptaen-4-yl}methyl)dimethylamine)

PDB for NP0282629 (({8-methoxy-21-methyl-11-oxa-6,19,21-triazahexacyclo[10.7.4.0¹,¹².0²,¹⁰.0³,⁷.0¹³,¹⁸]tricosa-2,4,7,9,13,15,17-heptaen-4-yl}methyl)dimethylamine)

3D PDB for NP0282629 (({8-methoxy-21-methyl-11-oxa-6,19,21-triazahexacyclo[10.7.4.0¹,¹².0²,¹⁰.0³,⁷.0¹³,¹⁸]tricosa-2,4,7,9,13,15,17-heptaen-4-yl}methyl)dimethylamine)

SMILES for NP0282629 (({8-methoxy-21-methyl-11-oxa-6,19,21-triazahexacyclo[10.7.4.0¹,¹².0²,¹⁰.0³,⁷.0¹³,¹⁸]tricosa-2,4,7,9,13,15,17-heptaen-4-yl}methyl)dimethylamine)

INCHI for NP0282629 (({8-methoxy-21-methyl-11-oxa-6,19,21-triazahexacyclo[10.7.4.0¹,¹².0²,¹⁰.0³,⁷.0¹³,¹⁸]tricosa-2,4,7,9,13,15,17-heptaen-4-yl}methyl)dimethylamine)

Structure for NP0282629 (({8-methoxy-21-methyl-11-oxa-6,19,21-triazahexacyclo[10.7.4.0¹,¹².0²,¹⁰.0³,⁷.0¹³,¹⁸]tricosa-2,4,7,9,13,15,17-heptaen-4-yl}methyl)dimethylamine)

3D Structure for NP0282629 (({8-methoxy-21-methyl-11-oxa-6,19,21-triazahexacyclo[10.7.4.0¹,¹².0²,¹⁰.0³,⁷.0¹³,¹⁸]tricosa-2,4,7,9,13,15,17-heptaen-4-yl}methyl)dimethylamine)