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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:07:28 UTC

Update Date

2023-02-21 17:24:39 UTC

HMDB ID

HMDB0035175

Secondary Accession Numbers

HMDB35175

Metabolite Identification

Common Name

2-Amino-1,6-dimethylfuro[3,2-e]imidazo[4,5-b]pyridine

Description

2-Amino-1,6-dimethylfuro[3,2-e]imidazo[4,5-b]pyridine, also known as 1,6-dimethyl-1H-furo[2,3-b]imidazo[4,5-e]pyridin-2-amine, 9CI, belongs to the class of organic compounds known as imidazopyridines. These are organic polycyclic compounds containing an imidazole ring fused to a pyridine ring. Imidazole is 5-membered ring consisting of three carbon atoms, and two nitrogen centers at the 1- and 3-positions. Pyridine is a 6-membered ring consisting of five carbon atoms and one nitrogen center. 2-Amino-1,6-dimethylfuro[3,2-e]imidazo[4,5-b]pyridine is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 02241214542D          

 15 17  0  0  0  0            999 V2000
   -0.7103    0.1011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7103   -0.7239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0034   -1.1365    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7156   -0.7239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7156    0.1011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0034    0.5122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4994   -0.9784    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9821   -0.3115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4994    0.3526    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4953    0.3568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9821   -0.3115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4953   -0.9811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8071   -0.3115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7552    1.1365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8071   -0.3101    0.0000 N   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
  1 10  1  0  0  0  0
  2  3  2  0  0  0  0
  2 12  1  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  9  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 15  1  0  0  0  0
  9 14  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035175

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C(N)=NC2=C1C=C1OC(C)=CC1=N2

> <INCHI_IDENTIFIER>
InChI=1S/C10H10N4O/c1-5-3-6-8(15-5)4-7-9(12-6)13-10(11)14(7)2/h3-4H,1-2H3,(H2,11,12,13)

> <INCHI_KEY>
MUFPYNUSILUNGN-UHFFFAOYSA-N

> <FORMULA>
C10H10N4O

> <MOLECULAR_WEIGHT>
202.2126

> <EXACT_MASS>
202.085460962

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
21.687174795049614

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6,11-dimethyl-10-oxa-2,4,6-triazatricyclo[7.3.0.0³,⁷]dodeca-1,3(7),4,8,11-pentaen-5-amine

> <ALOGPS_LOGP>
1.10

> <JCHEM_LOGP>
1.1903712923333332

> <ALOGPS_LOGS>
-2.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
5.003708086870032

> <JCHEM_POLAR_SURFACE_AREA>
69.87

> <JCHEM_REFRACTIVITY>
57.07359999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.40e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6,11-dimethyl-10-oxa-2,4,6-triazatricyclo[7.3.0.0³,⁷]dodeca-1,3(7),4,8,11-pentaen-5-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      -1.326   0.189   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.326  -1.351   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       0.006  -2.121   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       1.336  -1.351   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.336   0.189   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.006   0.956   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       2.799  -1.826   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       3.700  -0.581   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       2.799   0.658   0.000  0.00  0.00           N+0
HETATM   10  O   UNK     0      -2.791   0.666   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -3.700  -0.581   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.791  -1.831   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.240  -0.581   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.276   2.121   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       5.240  -0.579   0.000  0.00  0.00           N+0
CONECT    1    2    6   10                                                  
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6    9                                                  
CONECT    6    1    5                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9   15                                                  
CONECT    9    5    8   14                                                  
CONECT   10    1   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12    2   11                                                       
CONECT   13   11                                                            
CONECT   14    9                                                            
CONECT   15    8                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   34    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,6-Dimethyl-1H-furo[2,3-b]imidazo[4,5-e]pyridin-2-amine, 9ci	HMDB
2-Amino-(1,6-dimethylfuro(3,2-e)imidazo(4,5-b))pyridine	MeSH
2-Amino-dfip	MeSH

Chemical Formula

C₁₀H₁₀N₄O

Average Molecular Weight

202.2126

Monoisotopic Molecular Weight

202.085460962

IUPAC Name

6,11-dimethyl-10-oxa-2,4,6-triazatricyclo[7.3.0.0³,⁷]dodeca-1,3(7),4,8,11-pentaen-5-amine

Traditional Name

6,11-dimethyl-10-oxa-2,4,6-triazatricyclo[7.3.0.0³,⁷]dodeca-1,3(7),4,8,11-pentaen-5-amine

CAS Registry Number

132898-08-9

SMILES

CN1C(N)=NC2=C1C=C1OC(C)=CC1=N2

InChI Identifier

InChI=1S/C10H10N4O/c1-5-3-6-8(15-5)4-7-9(12-6)13-10(11)14(7)2/h3-4H,1-2H3,(H2,11,12,13)

InChI Key

MUFPYNUSILUNGN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as imidazopyridines. These are organic polycyclic compounds containing an imidazole ring fused to a pyridine ring. Imidazole is 5-membered ring consisting of three carbon atoms, and two nitrogen centers at the 1- and 3-positions. Pyridine is a 6-membered ring consisting of five carbon atoms and one nitrogen center.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Imidazopyridines

Sub Class

Not Available

Direct Parent

Imidazopyridines

Alternative Parents

Substituents

Furopyridine
Imidazopyridine
Aminoimidazole
Pyridine
N-substituted imidazole
Azole
Furan
Imidazole
Heteroaromatic compound
Oxacycle
Azacycle
Amine
Organonitrogen compound
Organooxygen compound
Primary amine
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0035175)
Cytoplasm (HMDB: HMDB0035175)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035175)

Source

Exogenous

Food

Food (HMDB: HMDB0035175)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0035175)

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.24 g/L	ALOGPS
logP	1.1	ALOGPS
logP	1.19	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Basic)	5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	69.87 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	57.07 m³·mol⁻¹	ChemAxon
Polarizability	21.69 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	145.389	31661259
DarkChem	[M-H]-	146.443	31661259
DeepCCS	[M+H]+	141.076	30932474
DeepCCS	[M-H]-	138.68	30932474
DeepCCS	[M-2H]-	173.405	30932474
DeepCCS	[M+Na]+	147.973	30932474
AllCCS	[M+H]+	143.7	32859911
AllCCS	[M+H-H2O]+	139.4	32859911
AllCCS	[M+NH4]+	147.8	32859911
AllCCS	[M+Na]+	148.9	32859911
AllCCS	[M-H]-	147.1	32859911
AllCCS	[M+Na-2H]-	146.9	32859911
AllCCS	[M+HCOO]-	146.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Amino-1,6-dimethylfuro[3,2-e]imidazo[4,5-b]pyridine	CN1C(N)=NC2=C1C=C1OC(C)=CC1=N2	2821.1	Standard polar	33892256
2-Amino-1,6-dimethylfuro[3,2-e]imidazo[4,5-b]pyridine	CN1C(N)=NC2=C1C=C1OC(C)=CC1=N2	2066.0	Standard non polar	33892256
2-Amino-1,6-dimethylfuro[3,2-e]imidazo[4,5-b]pyridine	CN1C(N)=NC2=C1C=C1OC(C)=CC1=N2	2283.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Amino-1,6-dimethylfuro[3,2-e]imidazo[4,5-b]pyridine,1TMS,isomer #1	CC1=CC2=NC3=C(C=C2O1)N(C)C(N[Si](C)(C)C)=N3	2305.3	Semi standard non polar	33892256
2-Amino-1,6-dimethylfuro[3,2-e]imidazo[4,5-b]pyridine,1TMS,isomer #1	CC1=CC2=NC3=C(C=C2O1)N(C)C(N[Si](C)(C)C)=N3	2150.1	Standard non polar	33892256
2-Amino-1,6-dimethylfuro[3,2-e]imidazo[4,5-b]pyridine,2TMS,isomer #1	CC1=CC2=NC3=C(C=C2O1)N(C)C(N([Si](C)(C)C)[Si](C)(C)C)=N3	2340.5	Semi standard non polar	33892256
2-Amino-1,6-dimethylfuro[3,2-e]imidazo[4,5-b]pyridine,2TMS,isomer #1	CC1=CC2=NC3=C(C=C2O1)N(C)C(N([Si](C)(C)C)[Si](C)(C)C)=N3	2296.0	Standard non polar	33892256
2-Amino-1,6-dimethylfuro[3,2-e]imidazo[4,5-b]pyridine,1TBDMS,isomer #1	CC1=CC2=NC3=C(C=C2O1)N(C)C(N[Si](C)(C)C(C)(C)C)=N3	2517.6	Semi standard non polar	33892256
2-Amino-1,6-dimethylfuro[3,2-e]imidazo[4,5-b]pyridine,1TBDMS,isomer #1	CC1=CC2=NC3=C(C=C2O1)N(C)C(N[Si](C)(C)C(C)(C)C)=N3	2318.5	Standard non polar	33892256
2-Amino-1,6-dimethylfuro[3,2-e]imidazo[4,5-b]pyridine,2TBDMS,isomer #1	CC1=CC2=NC3=C(C=C2O1)N(C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N3	2687.2	Semi standard non polar	33892256
2-Amino-1,6-dimethylfuro[3,2-e]imidazo[4,5-b]pyridine,2TBDMS,isomer #1	CC1=CC2=NC3=C(C=C2O1)N(C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N3	2714.8	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Amino-1,6-dimethylfuro[3,2-e]imidazo[4,5-b]pyridine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0w2a-0920000000-1130384343b4dea7a3f1	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Amino-1,6-dimethylfuro[3,2-e]imidazo[4,5-b]pyridine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-1,6-dimethylfuro[3,2-e]imidazo[4,5-b]pyridine 10V, Positive-QTOF	splash10-0udi-0090000000-ca41536b94b6eb75559f	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-1,6-dimethylfuro[3,2-e]imidazo[4,5-b]pyridine 20V, Positive-QTOF	splash10-0udi-0090000000-7bc4a0bc50899d912fda	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-1,6-dimethylfuro[3,2-e]imidazo[4,5-b]pyridine 40V, Positive-QTOF	splash10-01qi-1900000000-af26e31708b5419c8c92	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-1,6-dimethylfuro[3,2-e]imidazo[4,5-b]pyridine 10V, Negative-QTOF	splash10-0udi-0090000000-6778da7c2f335253c69e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-1,6-dimethylfuro[3,2-e]imidazo[4,5-b]pyridine 20V, Negative-QTOF	splash10-0udi-0290000000-806320ddc8ce06835bbf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-1,6-dimethylfuro[3,2-e]imidazo[4,5-b]pyridine 40V, Negative-QTOF	splash10-000i-4900000000-0365a85116e4b5df06b9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-1,6-dimethylfuro[3,2-e]imidazo[4,5-b]pyridine 10V, Positive-QTOF	splash10-0udi-0090000000-73a2df502e09c0542e48	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-1,6-dimethylfuro[3,2-e]imidazo[4,5-b]pyridine 20V, Positive-QTOF	splash10-0udi-0090000000-f9446ff851dcbadbb12b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-1,6-dimethylfuro[3,2-e]imidazo[4,5-b]pyridine 40V, Positive-QTOF	splash10-0fki-0920000000-ff89fb2aad4f7a9c5e61	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-1,6-dimethylfuro[3,2-e]imidazo[4,5-b]pyridine 10V, Negative-QTOF	splash10-0udi-0090000000-e7482f51c32ab39ecfb3	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-1,6-dimethylfuro[3,2-e]imidazo[4,5-b]pyridine 20V, Negative-QTOF	splash10-0udi-0290000000-790f10d7d9baea18b6f4	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-1,6-dimethylfuro[3,2-e]imidazo[4,5-b]pyridine 40V, Negative-QTOF	splash10-00dj-0910000000-33fb6404ab36bb195e34	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB013815

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

71313206

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 2-Amino-1,6-dimethylfuro[3,2-e]imidazo[4,5-b]pyridine (HMDB0035175)

MOL for HMDB0035175 (2-Amino-1,6-dimethylfuro[3,2-e]imidazo[4,5-b]pyridine)

3D MOL for HMDB0035175 (2-Amino-1,6-dimethylfuro[3,2-e]imidazo[4,5-b]pyridine)

3D SDF for HMDB0035175 (2-Amino-1,6-dimethylfuro[3,2-e]imidazo[4,5-b]pyridine)

3D-SDF for HMDB0035175 (2-Amino-1,6-dimethylfuro[3,2-e]imidazo[4,5-b]pyridine)

PDB for HMDB0035175 (2-Amino-1,6-dimethylfuro[3,2-e]imidazo[4,5-b]pyridine)

3D PDB for HMDB0035175 (2-Amino-1,6-dimethylfuro[3,2-e]imidazo[4,5-b]pyridine)

SMILES for HMDB0035175 (2-Amino-1,6-dimethylfuro[3,2-e]imidazo[4,5-b]pyridine)

INCHI for HMDB0035175 (2-Amino-1,6-dimethylfuro[3,2-e]imidazo[4,5-b]pyridine)

Structure for HMDB0035175 (2-Amino-1,6-dimethylfuro[3,2-e]imidazo[4,5-b]pyridine)

3D Structure for HMDB0035175 (2-Amino-1,6-dimethylfuro[3,2-e]imidazo[4,5-b]pyridine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra