NP-MRD: Showing NP-Card for 3-Methyl-3H-imidazo[4,5-f]quinoxalin-2-amine (NP0336642)

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Record Information

Version

2.0

Created at

2024-09-11 07:12:44 UTC

Updated at

2024-09-11 07:12:44 UTC

NP-MRD ID

NP0336642

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-Methyl-3H-imidazo[4,5-f]quinoxalin-2-amine

Description

3-Methyl-3H-imidazo[4,5-f]quinoxalin-2-amine, also known as Iqx, belongs to the class of organic compounds known as quinoxalines. Quinoxalines are compounds containing a quinoxaline moiety, a bicyclic heterocycle made up of a benzene ring fused to a pyrazine ring. 3-Methyl-3H-imidazo[4,5-f]quinoxalin-2-amine is a strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241214412D          

 15 17  0  0  0  0            999 V2000
   -2.1368   -0.3895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1368   -1.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4225   -1.6282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7094   -1.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7094   -0.3895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4225    0.0220    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0048   -1.6282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7177   -1.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7177   -0.3895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0048    0.0220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3288    0.1610    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9930    0.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1726    0.8244    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4045    1.6282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1368   -0.0096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  7  1  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  7  8  2  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
 10 13  1  0  0  0  0
 11 12  1  0  0  0  0
 11 15  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0336642

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1C(N)=NC2=C1C=CC1=C2N=CC=N1

> <INCHI_IDENTIFIER>
InChI=1S/C10H9N5/c1-15-7-3-2-6-8(13-5-4-12-6)9(7)14-10(15)11/h2-5H,1H3,(H2,11,14)

> <INCHI_KEY>
HKZZYGFWIFKKIR-UHFFFAOYSA-N

> <FORMULA>
C10H9N5

> <MOLECULAR_WEIGHT>
199.212

> <EXACT_MASS>
199.085795313

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
20.672149449293798

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-methyl-3H-imidazo[4,5-f]quinoxalin-2-amine

> <ALOGPS_LOGP>
0.95

> <JCHEM_LOGP>
0.6643366696666666

> <ALOGPS_LOGS>
-2.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
4.755569412803447

> <JCHEM_POLAR_SURFACE_AREA>
69.62

> <JCHEM_REFRACTIVITY>
55.4313

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.28e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-methylimidazo[4,5-f]quinoxalin-2-amine

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -3.989  -0.727   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.989  -2.269   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -2.655  -3.039   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -1.324  -2.269   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.324  -0.727   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -2.655   0.041   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       0.009  -3.039   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.340  -2.269   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.340  -0.727   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.009   0.041   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       2.480   0.301   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       1.854   1.703   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       0.322   1.539   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       2.622   3.039   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       3.989  -0.018   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6   10                                                  
CONECT    6    1    5                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    5    9   13                                                  
CONECT   11    9   12   15                                                  
CONECT   12   11   13   14                                                  
CONECT   13   10   12                                                       
CONECT   14   12                                                            
CONECT   15   11                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   34    0
END

View in JSmol

Synonyms

Value	Source
2-Amino-3-methyl-3H-imidazo[4,5-F]quinoxaline	HMDB
3-Methyl-3H-imidazo(4,5-F)quinoxalin-2-amine	HMDB
Iqx	HMDB
2-a-3m-IQ	MeSH
2-Amino-3-methylimidazo(4,5-F)quinoxaline	MeSH

Chemical Formula

C₁₀H₉N₅

Average Mass

199.2120 Da

Monoisotopic Mass

199.08580 Da

IUPAC Name

3-methyl-3H-imidazo[4,5-f]quinoxalin-2-amine

Traditional Name

3-methylimidazo[4,5-f]quinoxalin-2-amine

CAS Registry Number

Not Available

SMILES

CN1C(N)=NC2=C1C=CC1=C2N=CC=N1

InChI Identifier

InChI=1S/C10H9N5/c1-15-7-3-2-6-8(13-5-4-12-6)9(7)14-10(15)11/h2-5H,1H3,(H2,11,14)

InChI Key

HKZZYGFWIFKKIR-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinoxalines. Quinoxalines are compounds containing a quinoxaline moiety, a bicyclic heterocycle made up of a benzene ring fused to a pyrazine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazanaphthalenes

Sub Class

Benzodiazines

Direct Parent

Quinoxalines

Alternative Parents

Substituents

Quinoxaline
Benzimidazole
Aminoimidazole
Benzenoid
Pyrazine
N-substituted imidazole
Azole
Heteroaromatic compound
Imidazole
Azacycle
Primary amine
Amine
Hydrocarbon derivative
Organopnictogen compound
Organic nitrogen compound
Organonitrogen 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	0.95	ALOGPS
logP	0.66	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Basic)	4.76	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	69.62 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	55.43 m³·mol⁻¹	ChemAxon
Polarizability	20.67 Å³	ChemAxon
Number of Rings	3	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

HMDB0040443

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB020194

KNApSAcK ID

Not Available

Chemspider ID

94777

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

105041

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 3-Methyl-3H-imidazo[4,5-f]quinoxalin-2-amine (NP0336642)

MOL for NP0336642 (3-Methyl-3H-imidazo[4,5-f]quinoxalin-2-amine)

3D MOL for NP0336642 (3-Methyl-3H-imidazo[4,5-f]quinoxalin-2-amine)

3D SDF for NP0336642 (3-Methyl-3H-imidazo[4,5-f]quinoxalin-2-amine)

3D-SDF for NP0336642 (3-Methyl-3H-imidazo[4,5-f]quinoxalin-2-amine)

PDB for NP0336642 (3-Methyl-3H-imidazo[4,5-f]quinoxalin-2-amine)

3D PDB for NP0336642 (3-Methyl-3H-imidazo[4,5-f]quinoxalin-2-amine)

SMILES for NP0336642 (3-Methyl-3H-imidazo[4,5-f]quinoxalin-2-amine)

INCHI for NP0336642 (3-Methyl-3H-imidazo[4,5-f]quinoxalin-2-amine)

Structure for NP0336642 (3-Methyl-3H-imidazo[4,5-f]quinoxalin-2-amine)

3D Structure for NP0336642 (3-Methyl-3H-imidazo[4,5-f]quinoxalin-2-amine)