NP-MRD: Showing NP-Card for methyl 1-(7-amino-5,8-dioxoquinolin-2-yl)-4-methyl-3h,4h,9h-pyrido[3,4-b]indole-3-carboxylate (NP0312435)

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Record Information

Version

2.0

Created at

2022-09-11 09:13:13 UTC

Updated at

2022-09-11 09:13:13 UTC

NP-MRD ID

NP0312435

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 1-(7-amino-5,8-dioxoquinolin-2-yl)-4-methyl-3h,4h,9h-pyrido[3,4-b]indole-3-carboxylate

Description

Methyl 1-(7-amino-5,8-dioxo-5,8-dihydroquinolin-2-yl)-4-methyl-3H,4H,9H-pyrido[3,4-b]indole-3-carboxylate belongs to the class of organic compounds known as harmala alkaloids. Harmala alkaloids are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole. Based on a literature review very few articles have been published on methyl 1-(7-amino-5,8-dioxo-5,8-dihydroquinolin-2-yl)-4-methyl-3H,4H,9H-pyrido[3,4-b]indole-3-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112211132D          

 31 35  0  0  0  0            999 V2000
    1.1258   -3.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6778   -3.2303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4229   -2.4457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6159   -2.2741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9749   -1.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7200   -1.0479    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2720   -0.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0171    0.3498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5691    0.9629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3142    1.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5072    1.9190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9552    1.3059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2101    0.5213    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1482    1.4774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4038    0.8644    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067    2.2621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9137    2.4336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4453    2.8752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2523    2.7036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8043    3.3167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -0.6064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7464   -0.1215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4139   -0.6064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2208   -0.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7729   -1.0479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5179   -1.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7110   -2.0041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1589   -1.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3339   -1.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7819   -2.0041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0368   -2.7887    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
  3  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  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 11 19  1  0  0  0  0
 19 20  2  0  0  0  0
  7 21  1  0  0  0  0
 21 22  1  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
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 21 29  2  0  0  0  0
 29 30  1  0  0  0  0
  5 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END

     RDKit          3D

 49 53  0  0  0  0  0  0  0  0999 V2000
   -2.4484    4.6873    2.0072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8608    3.7036    1.1497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7095    2.9727    0.3641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9530    3.1552    0.3922 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2312    1.9012   -0.5886 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8304    1.7739   -0.5469 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1376    0.7547   -0.3545 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3016    0.7586   -0.3366 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9327    1.9904   -0.5501 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2941    2.1174   -0.5553 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0543    0.9866   -0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4251   -0.2295   -0.1312 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0870   -0.2809   -0.1393 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2473   -1.4339    0.0963 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6955   -2.5308    0.2866 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7002   -1.3117    0.0932 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5547   -2.4345    0.3064 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2941   -0.1460   -0.1089 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5189    1.0666   -0.3373 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0226    2.1901   -0.5330 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8583   -0.5209   -0.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4234   -1.7691    0.0889 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4646   -2.6080    0.2228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5286   -3.9912    0.4637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7747   -4.5775    0.5513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9174   -3.8180    0.4050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8314   -2.4436    0.1660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5965   -1.8639    0.0794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2173   -0.5301   -0.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0039    0.6726   -0.3612 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0978    0.4701   -1.4063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5246    4.5044    2.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9321    4.6788    2.9797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3076    5.6707    1.4997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5149    2.2545   -1.6479 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3268    2.8937   -0.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7978    3.0781   -0.7217 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1836   -3.1962    0.9130 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4970   -2.4704   -0.1313 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3805   -0.0381   -0.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5865   -2.0503    0.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6230   -4.5748    0.5763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9030   -5.6340    0.7343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9123   -4.2655    0.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6956   -1.8290    0.0489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5956    0.8450    0.6084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1428    1.4152   -1.9870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8187   -0.3254   -2.1202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0455    0.3318   -0.9062 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
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7 21  1  0
 21 29  2  0
 29 30  1  0
 30 31  1  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
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 19  1  0
 19 20  2  0
 19 18  1  0
 18 16  2  0
 16 17  1  0
 16 14  1  0
 14 15  2  0
 14 12  1  0
 12 13  2  0
 30  5  1  0
 23 28  1  0
 13  8  1  0
 22 21  1  0
 12 11  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  5 35  1  6
 30 46  1  1
 31 47  1  0
 31 48  1  0
 31 49  1  0
 27 45  1  0
 26 44  1  0
 25 43  1  0
 24 42  1  0
 22 41  1  0
  9 36  1  0
 10 37  1  0
 18 40  1  0
 17 38  1  0
 17 39  1  0
M  END


  Mrv1652309112211132D          

 31 35  0  0  0  0            999 V2000
    1.1258   -3.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6778   -3.2303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4229   -2.4457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6159   -2.2741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9749   -1.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7200   -1.0479    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2720   -0.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0171    0.3498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5691    0.9629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3142    1.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5072    1.9190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9552    1.3059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2101    0.5213    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1482    1.4774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4038    0.8644    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067    2.2621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9137    2.4336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4453    2.8752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2523    2.7036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8043    3.3167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -0.6064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7464   -0.1215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4139   -0.6064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2208   -0.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7729   -1.0479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5179   -1.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7110   -2.0041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1589   -1.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3339   -1.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7819   -2.0041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0368   -2.7887    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
  3  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  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 11 19  1  0  0  0  0
 19 20  2  0  0  0  0
  7 21  1  0  0  0  0
 21 22  1  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
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 21 29  2  0  0  0  0
 29 30  1  0  0  0  0
  5 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0312435

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1N=C(C2=C(C1C)C1=CC=CC=C1N2)C1=CC=C2C(=O)C=C(N)C(=O)C2=N1

> <INCHI_IDENTIFIER>
InChI=1S/C23H18N4O4/c1-10-17-11-5-3-4-6-14(11)25-21(17)20(27-18(10)23(30)31-2)15-8-7-12-16(28)9-13(24)22(29)19(12)26-15/h3-10,18,25H,24H2,1-2H3

> <INCHI_KEY>
JIQDPLUOLGCZAR-UHFFFAOYSA-N

> <FORMULA>
C23H18N4O4

> <MOLECULAR_WEIGHT>
414.421

> <EXACT_MASS>
414.132805076

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
43.567018484994094

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 1-(7-amino-5,8-dioxo-5,8-dihydroquinolin-2-yl)-4-methyl-3H,4H,9H-pyrido[3,4-b]indole-3-carboxylate

> <JCHEM_LOGP>
1.8476563003333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.485980940890464

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.376624758025969

> <JCHEM_PKA_STRONGEST_BASIC>
0.8439338868627488

> <JCHEM_POLAR_SURFACE_AREA>
127.5

> <JCHEM_REFRACTIVITY>
113.78070000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl 1-(7-amino-5,8-dioxoquinolin-2-yl)-4-methyl-3H,4H,9H-pyrido[3,4-b]indole-3-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0       2.101  -7.174   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.132  -6.030   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.656  -4.565   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.150  -4.245   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       3.687  -3.421   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       3.211  -1.956   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       4.241  -0.812   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.765   0.653   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.796   1.797   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.320   3.262   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.813   3.582   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.783   2.438   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       2.259   0.973   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       0.277   2.758   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.754   1.613   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -0.199   4.223   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      -1.706   4.543   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       0.831   5.367   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.338   5.047   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       3.368   6.191   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       5.747  -1.132   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       6.993  -0.227   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0       8.239  -1.132   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.746  -0.812   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.776  -1.956   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.300  -3.421   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.794  -3.741   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.763  -2.597   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.223  -2.597   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.193  -3.741   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.669  -5.206   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   30                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   21                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   19                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12    8                                                       
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   11   20                                                  
CONECT   20   19                                                            
CONECT   21    7   22   29                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   23   29                                                  
CONECT   29   28   21   30                                                  
CONECT   30   29    5   31                                                  
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   70    0
END

View in JSmol

Synonyms

Value	Source
Methyl 1-(7-amino-5,8-dioxo-5,8-dihydroquinolin-2-yl)-4-methyl-3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid	Generator

Chemical Formula

C₂₃H₁₈N₄O₄

Average Mass

414.4210 Da

Monoisotopic Mass

414.13281 Da

IUPAC Name

methyl 1-(7-amino-5,8-dioxo-5,8-dihydroquinolin-2-yl)-4-methyl-3H,4H,9H-pyrido[3,4-b]indole-3-carboxylate

Traditional Name

methyl 1-(7-amino-5,8-dioxoquinolin-2-yl)-4-methyl-3H,4H,9H-pyrido[3,4-b]indole-3-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1N=C(C2=C(C1C)C1=CC=CC=C1N2)C1=CC=C2C(=O)C=C(N)C(=O)C2=N1

InChI Identifier

InChI=1S/C23H18N4O4/c1-10-17-11-5-3-4-6-14(11)25-21(17)20(27-18(10)23(30)31-2)15-8-7-12-16(28)9-13(24)22(29)19(12)26-15/h3-10,18,25H,24H2,1-2H3

InChI Key

JIQDPLUOLGCZAR-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 harmala alkaloids. Harmala alkaloids are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Harmala alkaloids

Sub Class

Not Available

Direct Parent

Harmala alkaloids

Alternative Parents

Substituents

Harman
Pyridoindole
Beta-carboline
Alpha-amino acid ester
Quinoline quinone
3-alkylindole
Dihydroquinoline
Alpha-amino acid or derivatives
Indole or derivatives
Indole
Aryl ketone
Benzenoid
Pyridine
Heteroaromatic compound
Vinylogous amide
Methyl ester
Pyrrole
Ketone
Ketimine
Carboxylic acid ester
Amino acid or derivatives
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Enamine
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Imine
Carbonyl group
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.85	ChemAxon
pKa (Strongest Acidic)	12.38	ChemAxon
pKa (Strongest Basic)	0.84	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	127.5 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	113.78 m³·mol⁻¹	ChemAxon
Polarizability	43.57 Å³	ChemAxon
Number of Rings	5	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

163021474

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 1-(7-amino-5,8-dioxoquinolin-2-yl)-4-methyl-3h,4h,9h-pyrido[3,4-b]indole-3-carboxylate (NP0312435)

MOL for NP0312435 (methyl 1-(7-amino-5,8-dioxoquinolin-2-yl)-4-methyl-3h,4h,9h-pyrido[3,4-b]indole-3-carboxylate)

3D MOL for NP0312435 (methyl 1-(7-amino-5,8-dioxoquinolin-2-yl)-4-methyl-3h,4h,9h-pyrido[3,4-b]indole-3-carboxylate)

3D SDF for NP0312435 (methyl 1-(7-amino-5,8-dioxoquinolin-2-yl)-4-methyl-3h,4h,9h-pyrido[3,4-b]indole-3-carboxylate)

3D-SDF for NP0312435 (methyl 1-(7-amino-5,8-dioxoquinolin-2-yl)-4-methyl-3h,4h,9h-pyrido[3,4-b]indole-3-carboxylate)

PDB for NP0312435 (methyl 1-(7-amino-5,8-dioxoquinolin-2-yl)-4-methyl-3h,4h,9h-pyrido[3,4-b]indole-3-carboxylate)

3D PDB for NP0312435 (methyl 1-(7-amino-5,8-dioxoquinolin-2-yl)-4-methyl-3h,4h,9h-pyrido[3,4-b]indole-3-carboxylate)

SMILES for NP0312435 (methyl 1-(7-amino-5,8-dioxoquinolin-2-yl)-4-methyl-3h,4h,9h-pyrido[3,4-b]indole-3-carboxylate)

INCHI for NP0312435 (methyl 1-(7-amino-5,8-dioxoquinolin-2-yl)-4-methyl-3h,4h,9h-pyrido[3,4-b]indole-3-carboxylate)

Structure for NP0312435 (methyl 1-(7-amino-5,8-dioxoquinolin-2-yl)-4-methyl-3h,4h,9h-pyrido[3,4-b]indole-3-carboxylate)

3D Structure for NP0312435 (methyl 1-(7-amino-5,8-dioxoquinolin-2-yl)-4-methyl-3h,4h,9h-pyrido[3,4-b]indole-3-carboxylate)