NP-MRD: Showing NP-Card for 8-hydroxy-10-(1h-indol-3-ylmethyl)-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one (NP0323251)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-12 02:33:11 UTC

Updated at

2022-09-12 02:33:11 UTC

NP-MRD ID

NP0323251

Secondary Accession Numbers

None

Natural Product Identification

Common Name

8-hydroxy-10-(1h-indol-3-ylmethyl)-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one

Description

8-Hydroxy-10-[(1H-indol-3-yl)methyl]-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]Nonadeca-2,4,6,8,11,13,15,17-octaen-19-one belongs to the class of organic compounds known as pyrimidodiazepines. Pyrimidodiazepines are compounds containing a pyrimidoazepine moiety, which consists of a pyrimidine fused to a piperazine ring by a bond. Pyrimidine is 6-membered ring consisting of five carbon atoms and two nitrogen atoms at ring positions 1 and 3. Diazepine is a 7-membered ring consisting of five carbon atoms and two nitrogen centers. 8-hydroxy-10-(1h-indol-3-ylmethyl)-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one is found in Aspergillus alliaceus. 8-Hydroxy-10-[(1H-indol-3-yl)methyl]-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]Nonadeca-2,4,6,8,11,13,15,17-octaen-19-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171522402D          

 31 36  0  0  0  0            999 V2000
    1.6120    1.7168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3623    1.3738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9969    1.9009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8047    1.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3062    2.3885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9895    3.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1871    3.3419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1213    4.1643    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8832    4.4809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1576    5.2590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9686    5.4103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5052    4.7836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2307    4.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4197    3.8543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1774    0.9973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9987    1.0754    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4769    0.4031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2982    0.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7765   -0.1911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4334   -0.9414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6121   -1.0194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1339   -0.3472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3126   -0.4252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9695   -1.1755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8343    0.2471    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0338    0.0475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9271   -0.7706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1653   -1.0872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5102   -0.5858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6169    0.2323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3787    0.5489    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  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
  6 14  1  0  0  0  0
  9 14  1  0  0  0  0
  4 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
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 15 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
  2 31  1  0  0  0  0
 26 31  1  0  0  0  0
M  END

     RDKit          3D

 49 54  0  0  0  0  0  0  0  0999 V2000
   -1.0072    4.4552   -1.9699 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9917    3.4653   -1.2036 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2062    2.6854   -1.0753 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4575    1.6414   -0.0808 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7889    1.0404   -0.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2324    0.0142    0.5997 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7387   -0.4537    1.7921 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5364   -1.4247    2.3049 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5526   -1.5860    1.4387 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6500   -2.4431    1.4728 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5999   -2.4536    0.4688 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4435   -1.5789   -0.5993 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3620   -0.7512   -0.6085 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4042   -0.7202    0.3755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5803    0.5813   -0.1449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0753   -0.6392   -0.2946 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8780   -1.7193   -0.4315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3299   -2.9926   -0.5853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1814   -4.0694   -0.7209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5486   -3.8918   -0.7049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0854   -2.6085   -0.5498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2524   -1.5384   -0.4152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8005   -0.2714   -0.2607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0246   -0.1116   -0.2590 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9549    0.7361   -0.1288 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6372    1.9779    0.0408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7758    1.8089    0.7662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5599    2.9295    0.9501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1950    4.1789    0.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0313    4.2966   -0.3049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2465    3.2101   -0.4979 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9690    2.8694   -1.7386 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4024    2.1783    0.8961 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6053    1.8238   -0.3674 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8621    0.5830   -1.3700 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8510   -0.1039    2.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3627   -1.9315    3.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7446   -3.1183    2.3256 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4303   -3.1349    0.5433 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2014   -1.6043   -1.3752 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2354   -0.0590   -1.4514 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7478   -3.1332   -0.5985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8288   -5.0839   -0.8441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2461   -4.7046   -0.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1448   -2.4350   -0.5327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0172    0.8987    1.2188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4659    2.8720    1.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8079    5.0621    0.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7178    5.2535   -0.7362 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 23  2  0
 23 25  1  0
 25 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 15  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  4  3  1  0
  3  2  1  0
  2  1  2  0
  2 31  1  0
 31 30  2  0
 30 29  1  0
 29 28  2  0
 28 27  1  0
 27 26  2  0
 22 23  1  0
 14  6  1  0
 26 31  1  0
 26 25  1  0
 22 17  1  0
 14  9  1  0
 18 42  1  0
 19 43  1  0
 20 44  1  0
 21 45  1  0
  4 33  1  1
  5 34  1  0
  5 35  1  0
  7 36  1  0
  8 37  1  0
 10 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
  3 32  1  0
 30 49  1  0
 29 48  1  0
 28 47  1  0
 27 46  1  0
M  END


  Mrv1533004171522402D          

 31 36  0  0  0  0            999 V2000
    1.6120    1.7168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3623    1.3738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9969    1.9009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8047    1.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3062    2.3885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9895    3.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1871    3.3419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1213    4.1643    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8832    4.4809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1576    5.2590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9686    5.4103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5052    4.7836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2307    4.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4197    3.8543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1774    0.9973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9987    1.0754    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4769    0.4031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2982    0.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7765   -0.1911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4334   -0.9414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6121   -1.0194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1339   -0.3472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3126   -0.4252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9695   -1.1755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8343    0.2471    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0338    0.0475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9271   -0.7706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1653   -1.0872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5102   -0.5858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6169    0.2323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3787    0.5489    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  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
  6 14  1  0  0  0  0
  9 14  1  0  0  0  0
  4 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
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 15 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
  2 31  1  0  0  0  0
 26 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0323251

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O=C1N2C(=NC3=CC=CC=C13)C(CC1=CNC3=CC=CC=C13)NC(=O)C1=CC=CC=C21

> <INCHI_IDENTIFIER>
InChI=1S/C25H18N4O2/c30-24-18-9-3-6-12-22(18)29-23(27-20-11-5-2-8-17(20)25(29)31)21(28-24)13-15-14-26-19-10-4-1-7-16(15)19/h1-12,14,21,26H,13H2,(H,28,30)

> <INCHI_KEY>
BUTFEAMXSRJHIM-UHFFFAOYSA-N

> <FORMULA>
C25H18N4O2

> <MOLECULAR_WEIGHT>
406.445

> <EXACT_MASS>
406.142975836

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
43.10863019948972

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
10-[(1H-indol-3-yl)methyl]-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,11,13,15,17-heptaene-8,19-dione

> <ALOGPS_LOGP>
3.25

> <JCHEM_LOGP>
3.754573001333333

> <ALOGPS_LOGS>
-4.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.157915605431878

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.292847248275304

> <JCHEM_PKA_STRONGEST_BASIC>
-1.4895844960305604

> <JCHEM_POLAR_SURFACE_AREA>
77.55999999999999

> <JCHEM_REFRACTIVITY>
119.67960000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.23e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10-(1H-indol-3-ylmethyl)-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,11,13,15,17-heptaene-8,19-dione

> <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  O   UNK     0       3.009   3.205   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       4.410   2.564   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       5.594   3.548   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       7.102   3.236   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.038   4.459   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.447   5.881   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.949   6.238   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       5.827   7.773   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       7.249   8.364   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.761   9.817   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.275  10.099   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.276   8.929   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.764   7.477   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.250   7.195   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.798   1.862   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       9.331   2.007   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      10.224   0.752   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.757   0.898   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.649  -0.357   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.009  -1.757   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.476  -1.903   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.583  -0.648   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.050  -0.794   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       7.410  -2.194   0.000  0.00  0.00           O+0
HETATM   25  N   UNK     0       7.157   0.461   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0       5.663   0.089   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.464  -1.438   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.042  -2.029   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.819  -1.093   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.018   0.434   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.440   1.025   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   31                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   15                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   14                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    6    9                                                  
CONECT   15    4   16   25                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   17   23                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   15   26                                                  
CONECT   26   25   27   31                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30    2   26                                                  
MASTER        0    0    0    0    0    0    0    0   31    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₁₈N₄O₂

Average Mass

406.4450 Da

Monoisotopic Mass

406.14298 Da

IUPAC Name

10-[(1H-indol-3-yl)methyl]-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,11,13,15,17-heptaene-8,19-dione

Traditional Name

10-(1H-indol-3-ylmethyl)-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,11,13,15,17-heptaene-8,19-dione

CAS Registry Number

Not Available

SMILES

O=C1N2C(=NC3=CC=CC=C13)C(CC1=CNC3=CC=CC=C13)NC(=O)C1=CC=CC=C21

InChI Identifier

InChI=1S/C25H18N4O2/c30-24-18-9-3-6-12-22(18)29-23(27-20-11-5-2-8-17(20)25(29)31)21(28-24)13-15-14-26-19-10-4-1-7-16(15)19/h1-12,14,21,26H,13H2,(H,28,30)

InChI Key

BUTFEAMXSRJHIM-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
Aspergillus alliaceus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrimidodiazepines. Pyrimidodiazepines are compounds containing a pyrimidoazepine moiety, which consists of a pyrimidine fused to a piperazine ring by a bond. Pyrimidine is 6-membered ring consisting of five carbon atoms and two nitrogen atoms at ring positions 1 and 3. Diazepine is a 7-membered ring consisting of five carbon atoms and two nitrogen centers.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrimidodiazepines

Sub Class

Not Available

Direct Parent

Pyrimidodiazepines

Alternative Parents

Substituents

Benzodiazepine
Pyrimidodiazepine
1,4-benzodiazepine
Quinazoline
3-alkylindole
Indole
Indole or derivatives
Pyrimidone
Pyrimidine
Substituted pyrrole
Benzenoid
Pyrrole
Vinylogous amide
Heteroaromatic compound
Secondary carboxylic acid amide
Lactam
Carboxamide group
Azacycle
Carboxylic acid derivative
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Organic nitrogen 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	3.25	ALOGPS
logP	3.75	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	14.29	ChemAxon
pKa (Strongest Basic)	-1.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	77.56 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	119.68 m³·mol⁻¹	ChemAxon
Polarizability	43.11 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

13603553

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 8-hydroxy-10-(1h-indol-3-ylmethyl)-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one (NP0323251)

MOL for NP0323251 (8-hydroxy-10-(1h-indol-3-ylmethyl)-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one)

3D MOL for NP0323251 (8-hydroxy-10-(1h-indol-3-ylmethyl)-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one)

3D SDF for NP0323251 (8-hydroxy-10-(1h-indol-3-ylmethyl)-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one)

3D-SDF for NP0323251 (8-hydroxy-10-(1h-indol-3-ylmethyl)-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one)

PDB for NP0323251 (8-hydroxy-10-(1h-indol-3-ylmethyl)-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one)

3D PDB for NP0323251 (8-hydroxy-10-(1h-indol-3-ylmethyl)-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one)

SMILES for NP0323251 (8-hydroxy-10-(1h-indol-3-ylmethyl)-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one)

INCHI for NP0323251 (8-hydroxy-10-(1h-indol-3-ylmethyl)-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one)

Structure for NP0323251 (8-hydroxy-10-(1h-indol-3-ylmethyl)-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one)

3D Structure for NP0323251 (8-hydroxy-10-(1h-indol-3-ylmethyl)-1,9,12-triazatetracyclo[9.8.0.0²,⁷.0¹³,¹⁸]nonadeca-2,4,6,8,11,13,15,17-octaen-19-one)