NP-MRD: Showing NP-Card for 12-[3-({1-hydroxy-4-oxo-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-3-yl}methyl)-1h-indol-6-yl]-2,8,19-triazapentacyclo[10.7.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]nonadeca-13,15,17-triene-3,9-dione (NP0297346)

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Record Information

Version

2.0

Created at

2022-09-10 07:35:29 UTC

Updated at

2022-09-10 07:35:29 UTC

NP-MRD ID

NP0297346

Secondary Accession Numbers

None

Natural Product Identification

Common Name

12-[3-({1-hydroxy-4-oxo-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-3-yl}methyl)-1h-indol-6-yl]-2,8,19-triazapentacyclo[10.7.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]nonadeca-13,15,17-triene-3,9-dione

Description

12-[3-({1-Hydroxy-4-oxo-3H,4H,6H,7H,8H,8aH-pyrrolo[1,2-a]pyrazin-3-yl}methyl)-1H-indol-6-yl]-2,8,19-triazapentacyclo[10.7.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]Nonadeca-13,15,17-triene-3,9-dione 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. 12-[3-({1-Hydroxy-4-oxo-3H,4H,6H,7H,8H,8aH-pyrrolo[1,2-a]pyrazin-3-yl}methyl)-1H-indol-6-yl]-2,8,19-triazapentacyclo[10.7.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]Nonadeca-13,15,17-triene-3,9-dione is a moderately basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161513492D          

 42 50  0  0  0  0            999 V2000
    5.9316    7.2915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9316    6.4665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6460    6.0540    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6460    5.2290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3605    4.8165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0750    5.2290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1612    6.0494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9682    6.2210    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3807    5.5065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1877    5.3350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4426    4.5503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8906    3.9372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0836    4.1088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8287    4.8934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2496    4.3788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1633    5.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9170    5.5348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4691    4.9218    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0566    4.2073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1428    3.3868    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3891    3.0512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1342    2.2666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3272    2.0951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7752    2.7082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0301    3.4928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8371    3.6643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2760    5.0933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8281    4.4802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5310    5.8779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2846    6.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1984    7.0339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3914    7.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.1720    6.3195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6199    6.9326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.2171    5.2290    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4325    4.9740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9476    5.6415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4325    6.3089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2171    6.0540    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
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 21 26  1  0  0  0  0
 18 27  1  0  0  0  0
 27 28  2  0  0  0  0
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 29 30  1  0  0  0  0
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 32 33  1  0  0  0  0
 29 33  1  0  0  0  0
 33 34  1  0  0  0  0
 17 34  1  0  0  0  0
 34 35  2  0  0  0  0
  4 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
  2 42  1  0  0  0  0
 38 42  1  0  0  0  0
M  END

     RDKit          3D

 74 82  0  0  0  0  0  0  0  0999 V2000
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    7.1437    0.1215    1.5280 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2559   -0.9501    1.3273 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0529   -0.7304    0.5325 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4615   -2.0609    0.1834 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2333   -1.9328   -0.6227 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0920   -2.1868   -1.9676 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8241   -1.9616   -2.3025 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1027   -1.5666   -1.2426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2281   -1.2138   -1.0559 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4212    3.0690   -1.1538 C   0  0  0  0  0  0  0  0  0  0  0  0
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 42 74  1  1
M  END


  Mrv1533004161513492D          

 42 50  0  0  0  0            999 V2000
    5.9316    7.2915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9316    6.4665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6460    6.0540    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6460    5.2290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3605    4.8165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.1612    6.0494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9682    6.2210    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3807    5.5065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1877    5.3350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.8906    3.9372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.1633    5.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.3272    2.0951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7752    2.7082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0301    3.4928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8371    3.6643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2760    5.0933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8281    4.4802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5310    5.8779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2846    6.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1984    7.0339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3914    7.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9789    6.4910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1720    6.3195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6199    6.9326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9316    4.8165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9316    3.9915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2171    5.2290    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4325    4.9740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9476    5.6415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4325    6.3089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2171    6.0540    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
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 15 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
 25 26  2  0  0  0  0
 15 26  1  0  0  0  0
 21 26  1  0  0  0  0
 18 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 29 33  1  0  0  0  0
 33 34  1  0  0  0  0
 17 34  1  0  0  0  0
 34 35  2  0  0  0  0
  4 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
  2 42  1  0  0  0  0
 38 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0297346

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O=C1NC(CC2=CNC3=CC(=CC=C23)C23CC4N(C2NC2=CC=CC=C32)C(=O)C2CCCN2C4=O)C(=O)N2CCCC12

> <INCHI_IDENTIFIER>
InChI=1S/C32H32N6O4/c39-27-24-7-3-11-36(24)28(40)23(34-27)13-17-16-33-22-14-18(9-10-19(17)22)32-15-26-29(41)37-12-4-8-25(37)30(42)38(26)31(32)35-21-6-2-1-5-20(21)32/h1-2,5-6,9-10,14,16,23-26,31,33,35H,3-4,7-8,11-13,15H2,(H,34,39)

> <INCHI_KEY>
SUNBJXDNKYSACE-UHFFFAOYSA-N

> <FORMULA>
C32H32N6O4

> <MOLECULAR_WEIGHT>
564.646

> <EXACT_MASS>
564.248503534

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
59.15052415456126

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
12-[3-({1,4-dioxo-octahydropyrrolo[1,2-a]piperazin-3-yl}methyl)-1H-indol-6-yl]-2,8,19-triazapentacyclo[10.7.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]nonadeca-13,15,17-triene-3,9-dione

> <ALOGPS_LOGP>
2.37

> <JCHEM_LOGP>
1.091476164333334

> <ALOGPS_LOGS>
-3.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.871670954799026

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.068803495611292

> <JCHEM_PKA_STRONGEST_BASIC>
1.7183184193278718

> <JCHEM_POLAR_SURFACE_AREA>
117.84999999999998

> <JCHEM_REFRACTIVITY>
164.42090000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.35e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
12-[3-({1,4-dioxo-hexahydropyrrolo[1,2-a]piperazin-3-yl}methyl)-1H-indol-6-yl]-2,8,19-triazapentacyclo[10.7.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]nonadeca-13,15,17-triene-3,9-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  O   UNK     0      11.072  13.611   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      11.072  12.071   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      12.406  11.301   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      12.406   9.761   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.740   8.991   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.073   9.761   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      15.234  11.292   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      16.741  11.612   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      17.511  10.279   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      19.017   9.959   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      19.493   8.494   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      18.462   7.350   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.956   7.670   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.480   9.134   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      20.999   8.174   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      20.838   9.705   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      22.245  10.332   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0      23.276   9.187   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0      22.506   7.854   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0      22.667   6.322   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0      21.260   5.696   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      20.784   4.231   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      19.277   3.911   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      18.247   5.055   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      18.723   6.520   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      20.229   6.840   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      24.782   9.507   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      25.812   8.363   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      25.258  10.972   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      26.665  11.598   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      26.504  13.130   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      24.997  13.450   0.000  0.00  0.00           C+0
HETATM   33  N   UNK     0      24.227  12.117   0.000  0.00  0.00           N+0
HETATM   34  C   UNK     0      22.721  11.796   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      21.691  12.941   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      11.072   8.991   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      11.072   7.451   0.000  0.00  0.00           O+0
HETATM   38  N   UNK     0       9.739   9.761   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0       8.274   9.285   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       7.369  10.531   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       8.274  11.777   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       9.739  11.301   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   42                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   36                                                  
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   15                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    6    9                                                  
CONECT   15   11   16   19   26                                             
CONECT   16   15   17                                                       
CONECT   17   16   18   34                                                  
CONECT   18   17   19   27                                                  
CONECT   19   18   15   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   15   21                                                  
CONECT   27   18   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   33                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   29   34                                                  
CONECT   34   33   17   35                                                  
CONECT   35   34                                                            
CONECT   36    4   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39   42                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41    2   38                                                  
MASTER        0    0    0    0    0    0    0    0   42    0  100    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₃₂N₆O₄

Average Mass

564.6460 Da

Monoisotopic Mass

564.24850 Da

IUPAC Name

12-[3-({1,4-dioxo-octahydropyrrolo[1,2-a]piperazin-3-yl}methyl)-1H-indol-6-yl]-2,8,19-triazapentacyclo[10.7.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]nonadeca-13,15,17-triene-3,9-dione

Traditional Name

12-[3-({1,4-dioxo-hexahydropyrrolo[1,2-a]piperazin-3-yl}methyl)-1H-indol-6-yl]-2,8,19-triazapentacyclo[10.7.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]nonadeca-13,15,17-triene-3,9-dione

CAS Registry Number

Not Available

SMILES

O=C1NC(CC2=CNC3=CC(=CC=C23)C23CC4N(C2NC2=CC=CC=C32)C(=O)C2CCCN2C4=O)C(=O)N2CCCC12

InChI Identifier

InChI=1S/C32H32N6O4/c39-27-24-7-3-11-36(24)28(40)23(34-27)13-17-16-33-22-14-18(9-10-19(17)22)32-15-26-29(41)37-12-4-8-25(37)30(42)38(26)31(32)35-21-6-2-1-5-20(21)32/h1-2,5-6,9-10,14,16,23-26,31,33,35H,3-4,7-8,11-13,15H2,(H,34,39)

InChI Key

SUNBJXDNKYSACE-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

Not Available

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
Alpha-amino acid or derivatives
3-alkylindole
Indole
Dihydroindole
Dioxopiperazine
2,5-dioxopiperazine
N-alkylpiperazine
1,4-diazinane
Piperazine
Substituted pyrrole
Benzenoid
Cyclic carboximidic acid
Tertiary carboxylic acid amide
Heteroaromatic compound
Pyrrole
Pyrrolidine
Carboxamide group
Lactam
Propargyl-type 1,3-dipolar organic compound
Azacycle
Carboxylic acid derivative
Organic 1,3-dipolar compound
Organooxygen compound
Organonitrogen compound
Amine
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen 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	2.37	ALOGPS
logP	1.09	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	11.07	ChemAxon
pKa (Strongest Basic)	1.72	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	117.85 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	164.42 m³·mol⁻¹	ChemAxon
Polarizability	59.15 Å³	ChemAxon
Number of Rings	9	ChemAxon
Bioavailability	Yes	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

74974625

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 12-[3-({1-hydroxy-4-oxo-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-3-yl}methyl)-1h-indol-6-yl]-2,8,19-triazapentacyclo[10.7.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]nonadeca-13,15,17-triene-3,9-dione (NP0297346)

MOL for NP0297346 (12-[3-({1-hydroxy-4-oxo-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-3-yl}methyl)-1h-indol-6-yl]-2,8,19-triazapentacyclo[10.7.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]nonadeca-13,15,17-triene-3,9-dione)

3D MOL for NP0297346 (12-[3-({1-hydroxy-4-oxo-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-3-yl}methyl)-1h-indol-6-yl]-2,8,19-triazapentacyclo[10.7.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]nonadeca-13,15,17-triene-3,9-dione)

3D SDF for NP0297346 (12-[3-({1-hydroxy-4-oxo-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-3-yl}methyl)-1h-indol-6-yl]-2,8,19-triazapentacyclo[10.7.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]nonadeca-13,15,17-triene-3,9-dione)

3D-SDF for NP0297346 (12-[3-({1-hydroxy-4-oxo-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-3-yl}methyl)-1h-indol-6-yl]-2,8,19-triazapentacyclo[10.7.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]nonadeca-13,15,17-triene-3,9-dione)

PDB for NP0297346 (12-[3-({1-hydroxy-4-oxo-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-3-yl}methyl)-1h-indol-6-yl]-2,8,19-triazapentacyclo[10.7.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]nonadeca-13,15,17-triene-3,9-dione)

3D PDB for NP0297346 (12-[3-({1-hydroxy-4-oxo-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-3-yl}methyl)-1h-indol-6-yl]-2,8,19-triazapentacyclo[10.7.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]nonadeca-13,15,17-triene-3,9-dione)

SMILES for NP0297346 (12-[3-({1-hydroxy-4-oxo-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-3-yl}methyl)-1h-indol-6-yl]-2,8,19-triazapentacyclo[10.7.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]nonadeca-13,15,17-triene-3,9-dione)

INCHI for NP0297346 (12-[3-({1-hydroxy-4-oxo-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-3-yl}methyl)-1h-indol-6-yl]-2,8,19-triazapentacyclo[10.7.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]nonadeca-13,15,17-triene-3,9-dione)

Structure for NP0297346 (12-[3-({1-hydroxy-4-oxo-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-3-yl}methyl)-1h-indol-6-yl]-2,8,19-triazapentacyclo[10.7.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]nonadeca-13,15,17-triene-3,9-dione)

3D Structure for NP0297346 (12-[3-({1-hydroxy-4-oxo-3h,6h,7h,8h,8ah-pyrrolo[1,2-a]pyrazin-3-yl}methyl)-1h-indol-6-yl]-2,8,19-triazapentacyclo[10.7.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]nonadeca-13,15,17-triene-3,9-dione)