NP-MRD: Showing NP-Card for n-methyl-2-{1h,3h,4h,9h-pyrido[3,4-b]indole-2-carbonyl}aniline (NP0214581)

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Record Information

Version

2.0

Created at

2022-09-05 13:55:27 UTC

Updated at

2022-09-05 13:55:27 UTC

NP-MRD ID

NP0214581

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-methyl-2-{1h,3h,4h,9h-pyrido[3,4-b]indole-2-carbonyl}aniline

Description

AC1NSW2R belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety. AC1NSW2R is a moderately basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 42 45  0  0  0  0  0  0  0  0999 V2000
    5.7366    0.6697    1.5980 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3195    0.5530    1.2166 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8755   -0.5392    0.4430 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -1.5979    0.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4483   -2.7468   -0.4032 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1881   -2.8871   -0.9301 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2563   -1.8547   -0.7785 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6017   -0.7021   -0.1022 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6755    0.3921   -0.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2091    1.5230    0.3485 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3084    0.5021   -0.3589 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2794    1.8540   -0.2313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4143    1.8192    0.7844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4172    0.8505    0.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0032   -0.2463   -0.4550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1017   -0.9174   -0.8161 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2098   -0.2983   -0.3754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5602   -0.5634   -0.4715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5162    0.2643    0.0911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1020    1.3986    0.7744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7534    1.6596    0.8680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8029    0.8311    0.3052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5379   -0.5746   -0.7208 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3390    0.4426    0.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9280    1.7369    1.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9940    0.0124    2.4274 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7172    1.2779    1.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7752   -1.5030    0.6765 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1643   -3.5542   -0.5277 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9302   -3.8029   -1.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3056   -2.0485   -1.2467 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4676    2.5685    0.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7167    2.1321   -1.1976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8637    2.8219    0.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0423    1.4682    1.7417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1015   -1.8095   -1.3702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8881   -1.4446   -1.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5786    0.0549    0.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8697    2.0293    1.2051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4343    2.5303    1.3925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3356   -1.4096    0.0191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4925   -0.8922   -1.7783 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 23  1  0
 15 16  1  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
  8  3  1  0
 23 11  1  0
 22 17  1  0
 22 14  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  4 28  1  0
  5 29  1  0
  6 30  1  0
  7 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 23 41  1  0
 23 42  1  0
 16 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 21 40  1  0
M  END


  Mrv1533004171502492D          

 23 26  0  0  0  0            999 V2000
    4.0025    2.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2575    1.6387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0645    1.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6165    2.0803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4235    1.9087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6784    1.1241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1264    0.5110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3194    0.6825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7674    0.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0223   -0.7152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    0.2410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339   -0.6855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 11 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 14 23  1  0  0  0  0
 18 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0214581

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CNC1=CC=CC=C1C(=O)N1CCC2=C(C1)NC1=CC=CC=C21

> <INCHI_IDENTIFIER>
InChI=1S/C19H19N3O/c1-20-16-8-4-3-7-15(16)19(23)22-11-10-14-13-6-2-5-9-17(13)21-18(14)12-22/h2-9,20-21H,10-12H2,1H3

> <INCHI_KEY>
MWTCEIFXSZZCBO-UHFFFAOYSA-N

> <FORMULA>
C19H19N3O

> <MOLECULAR_WEIGHT>
305.381

> <EXACT_MASS>
305.152812244

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
34.61886804810702

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-methyl-2-{1H,2H,3H,4H,9H-pyrido[3,4-b]indole-2-carbonyl}aniline

> <ALOGPS_LOGP>
3.13

> <JCHEM_LOGP>
3.1771411093333333

> <ALOGPS_LOGS>
-3.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.368522943878425

> <JCHEM_PKA_STRONGEST_BASIC>
2.732144133038199

> <JCHEM_POLAR_SURFACE_AREA>
48.13

> <JCHEM_REFRACTIVITY>
94.00980000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.98e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-methyl-2-{1H,3H,4H,9H-pyrido[3,4-b]indole-2-carbonyl}aniline

> <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  C   UNK     0       7.471   4.524   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       7.947   3.059   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       9.454   2.739   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.484   3.883   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.990   3.563   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.466   2.098   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.436   0.954   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.930   1.274   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.899   0.130   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       9.375  -1.335   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0       7.393   0.450   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       6.917   1.914   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.410   2.235   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.380   1.090   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.856  -0.374   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.362  -0.695   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       3.610  -1.280   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       2.364  -0.374   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.858  -0.695   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.173   0.450   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.303   1.914   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.810   2.235   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.840   1.090   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   23                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15   11                                                       
CONECT   17   15   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   14   18                                                  
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₁₉N₃O

Average Mass

305.3810 Da

Monoisotopic Mass

305.15281 Da

IUPAC Name

N-methyl-2-{1H,2H,3H,4H,9H-pyrido[3,4-b]indole-2-carbonyl}aniline

Traditional Name

N-methyl-2-{1H,3H,4H,9H-pyrido[3,4-b]indole-2-carbonyl}aniline

CAS Registry Number

Not Available

SMILES

CNC1=CC=CC=C1C(=O)N1CCC2=C(C1)NC1=CC=CC=C21

InChI Identifier

InChI=1S/C19H19N3O/c1-20-16-8-4-3-7-15(16)19(23)22-11-10-14-13-6-2-5-9-17(13)21-18(14)12-22/h2-9,20-21H,10-12H2,1H3

InChI Key

MWTCEIFXSZZCBO-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 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
Aminobenzamide
Anthranilamide
Aminobenzoic acid or derivatives
2-aminobenzamide
3-alkylindole
Benzamide
Benzoic acid or derivatives
Indole
Benzoyl
Phenylalkylamine
Aniline or substituted anilines
Secondary aliphatic/aromatic amine
Benzenoid
Monocyclic benzene moiety
Vinylogous amide
Tertiary carboxylic acid amide
Pyrrole
Heteroaromatic compound
Amino acid or derivatives
Carboxamide group
Secondary amine
Carboxylic acid derivative
Azacycle
Organic nitrogen compound
Organonitrogen compound
Amine
Hydrocarbon derivative
Organooxygen compound
Organic oxide
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	3.13	ALOGPS
logP	3.18	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	15.37	ChemAxon
pKa (Strongest Basic)	2.73	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	48.13 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	94.01 m³·mol⁻¹	ChemAxon
Polarizability	34.62 Å³	ChemAxon
Number of Rings	4	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

5317827

PDB ID

Not Available

ChEBI ID

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Good Scents ID

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References

General References

LOTUS database [Link]

Showing NP-Card for n-methyl-2-{1h,3h,4h,9h-pyrido[3,4-b]indole-2-carbonyl}aniline (NP0214581)

MOL for NP0214581 (n-methyl-2-{1h,3h,4h,9h-pyrido[3,4-b]indole-2-carbonyl}aniline)

3D MOL for NP0214581 (n-methyl-2-{1h,3h,4h,9h-pyrido[3,4-b]indole-2-carbonyl}aniline)

3D SDF for NP0214581 (n-methyl-2-{1h,3h,4h,9h-pyrido[3,4-b]indole-2-carbonyl}aniline)

3D-SDF for NP0214581 (n-methyl-2-{1h,3h,4h,9h-pyrido[3,4-b]indole-2-carbonyl}aniline)

PDB for NP0214581 (n-methyl-2-{1h,3h,4h,9h-pyrido[3,4-b]indole-2-carbonyl}aniline)

3D PDB for NP0214581 (n-methyl-2-{1h,3h,4h,9h-pyrido[3,4-b]indole-2-carbonyl}aniline)

SMILES for NP0214581 (n-methyl-2-{1h,3h,4h,9h-pyrido[3,4-b]indole-2-carbonyl}aniline)

INCHI for NP0214581 (n-methyl-2-{1h,3h,4h,9h-pyrido[3,4-b]indole-2-carbonyl}aniline)

Structure for NP0214581 (n-methyl-2-{1h,3h,4h,9h-pyrido[3,4-b]indole-2-carbonyl}aniline)

3D Structure for NP0214581 (n-methyl-2-{1h,3h,4h,9h-pyrido[3,4-b]indole-2-carbonyl}aniline)