NP-MRD: Showing NP-Card for 3-bromo-4-(2-imino-3-methyl-1h-imidazol-4-yl)-1h,6h-pyrrolo[2,3-c]azepin-8-ol (NP0222940)

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Record Information

Version

2.0

Created at

2022-09-06 00:54:15 UTC

Updated at

2022-09-06 00:54:15 UTC

NP-MRD ID

NP0222940

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-bromo-4-(2-imino-3-methyl-1h-imidazol-4-yl)-1h,6h-pyrrolo[2,3-c]azepin-8-ol

Description

3-Bromo-4-(2-imino-3-methyl-2,3-dihydro-1H-imidazol-4-yl)-1H,6H-pyrrolo[2,3-c]azepin-8-ol belongs to the class of organic compounds known as pyrroloazepines. Pyrroloazepines are compounds containing a pyrroloazepine moiety, which is a bicyclic heterocycle which consists of a pyrrole ring fused to an azepine. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Azepine is a 7-membered ring consisting of six carbon and one nitrogen atom. Based on a literature review very few articles have been published on 3-bromo-4-(2-imino-3-methyl-2,3-dihydro-1H-imidazol-4-yl)-1H,6H-pyrrolo[2,3-c]azepin-8-ol.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 31 33  0  0  0  0  0  0  0  0999 V2000
   -5.1068    0.1149   -0.8428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6953    0.1459    0.0970 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4395    0.1253    0.3714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9065    0.1662    1.5958 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5751    0.1289    1.5145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2183    0.0586    0.1572 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1384    0.1466   -0.3162 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4578    0.6678   -1.4879 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7977    0.8430   -2.1339 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7950    1.3814   -1.2101 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1261    1.0516    0.0108 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1074    1.7074    0.6891 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4722   -0.0413    0.7377 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0732   -0.8264    1.6217 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1801   -1.7644    2.0401 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9714   -1.5434    1.3800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5969   -2.5932    1.4915 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.1421   -0.4625    0.5642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4039    0.0591   -0.5096 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5963   -0.0183   -1.9213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4427    0.2201    2.5062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9048    0.1769    2.3734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3683    1.0344   -2.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7101    1.5775   -2.9494 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1640   -0.1120   -2.5426 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9216    1.2041    1.0696 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0593   -0.7198    1.9273 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3375   -2.5526    2.7510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6204   -0.4907   -2.0977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6916    0.9932   -2.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8873   -0.6782   -2.4645 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 19  1  0
 19  3  1  0
  3  2  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 18  2  0
 18 16  1  0
 16 17  1  0
 16 15  2  0
 15 14  1  0
  6 19  1  0
 18  7  1  0
 14 13  1  0
 20 29  1  0
 20 30  1  0
 20 31  1  0
  2  1  1  0
  4 21  1  0
  5 22  1  0
  8 23  1  0
  9 24  1  0
  9 25  1  0
 12 26  1  0
 15 28  1  0
 14 27  1  0
M  END


  Mrv1652309062202542D          

 19 21  0  0  0  0            999 V2000
    4.5335    2.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7118    2.1470    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1690    1.5257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3526    0.7214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1569    0.5378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5149   -0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1569   -0.9488    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3526   -1.1324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1690   -1.9367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7076   -0.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9230   -0.8729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4380   -0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9230    0.4619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6680    1.2466    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.7076    0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4104    1.8499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4844    2.6716    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2887    2.8552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6129    3.6138    0.0000 N   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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 10 15  2  0  0  0  0
  4 15  1  0  0  0  0
  3 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  2 18  1  0  0  0  0
 18 19  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0222940

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1C(=N)NC=C1C1=CCN=C(O)C2=C1C(Br)=CN2

> <INCHI_IDENTIFIER>
InChI=1S/C12H12BrN5O/c1-18-8(5-17-12(18)14)6-2-3-15-11(19)10-9(6)7(13)4-16-10/h2,4-5,16H,3H2,1H3,(H2,14,17)(H,15,19)

> <INCHI_KEY>
OLFXKPISVRKHPL-UHFFFAOYSA-N

> <FORMULA>
C12H12BrN5O

> <MOLECULAR_WEIGHT>
322.166

> <EXACT_MASS>
321.022523

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
28.063357738957183

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-bromo-4-(2-imino-3-methyl-2,3-dihydro-1H-imidazol-4-yl)-1H,6H-pyrrolo[2,3-c]azepin-8-ol

> <JCHEM_LOGP>
1.1465081436666669

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.128575785018828

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.487256364568465

> <JCHEM_PKA_STRONGEST_BASIC>
6.126528117836302

> <JCHEM_POLAR_SURFACE_AREA>
87.5

> <JCHEM_REFRACTIVITY>
88.6643

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
3-bromo-4-(2-imino-3-methyl-1H-imidazol-4-yl)-1H,6H-pyrrolo[2,3-c]azepin-8-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       8.463   3.870   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       6.929   4.008   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       5.916   2.848   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.258   1.347   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.760   1.004   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.428  -0.384   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       7.760  -1.771   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       6.258  -2.114   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.916  -3.615   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       5.054  -1.154   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       3.590  -1.629   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       2.684  -0.384   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.590   0.862   0.000  0.00  0.00           C+0
HETATM   14 Br   UNK     0       3.114   2.327   0.000  0.00  0.00          Br+0
HETATM   15  C   UNK     0       5.054   0.386   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.499   3.453   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       4.637   4.987   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       6.139   5.330   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       6.744   6.746   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3   18                                                  
CONECT    3    2    4   16                                                  
CONECT    4    3    5   15                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   10    4                                                  
CONECT   16    3   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17    2   19                                                  
CONECT   19   18                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₂H₁₂BrN₅O

Average Mass

322.1660 Da

Monoisotopic Mass

321.02252 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CN1C(=N)NC=C1C1=CCN=C(O)C2=C1C(Br)=CN2

InChI Identifier

InChI=1S/C12H12BrN5O/c1-18-8(5-17-12(18)14)6-2-3-15-11(19)10-9(6)7(13)4-16-10/h2,4-5,16H,3H2,1H3,(H2,14,17)(H,15,19)

InChI Key

OLFXKPISVRKHPL-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 pyrroloazepines. Pyrroloazepines are compounds containing a pyrroloazepine moiety, which is a bicyclic heterocycle which consists of a pyrrole ring fused to an azepine. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Azepine is a 7-membered ring consisting of six carbon and one nitrogen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrroloazepines

Sub Class

Not Available

Direct Parent

Pyrroloazepines

Alternative Parents

Substituents

Pyrroloazepine
Azepine
Aryl bromide
Aryl halide
N-substituted imidazole
Substituted pyrrole
Azole
Imidazole
Pyrrole
Heteroaromatic compound
Cyclic carboximidic acid
Azacycle
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organobromide
Organohalogen compound
Hydrocarbon derivative
Organic nitrogen compound
Organopnictogen 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

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

29215184

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162886837

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-bromo-4-(2-imino-3-methyl-1h-imidazol-4-yl)-1h,6h-pyrrolo[2,3-c]azepin-8-ol (NP0222940)

MOL for NP0222940 (3-bromo-4-(2-imino-3-methyl-1h-imidazol-4-yl)-1h,6h-pyrrolo[2,3-c]azepin-8-ol)

3D MOL for NP0222940 (3-bromo-4-(2-imino-3-methyl-1h-imidazol-4-yl)-1h,6h-pyrrolo[2,3-c]azepin-8-ol)

3D SDF for NP0222940 (3-bromo-4-(2-imino-3-methyl-1h-imidazol-4-yl)-1h,6h-pyrrolo[2,3-c]azepin-8-ol)

3D-SDF for NP0222940 (3-bromo-4-(2-imino-3-methyl-1h-imidazol-4-yl)-1h,6h-pyrrolo[2,3-c]azepin-8-ol)

PDB for NP0222940 (3-bromo-4-(2-imino-3-methyl-1h-imidazol-4-yl)-1h,6h-pyrrolo[2,3-c]azepin-8-ol)

3D PDB for NP0222940 (3-bromo-4-(2-imino-3-methyl-1h-imidazol-4-yl)-1h,6h-pyrrolo[2,3-c]azepin-8-ol)

SMILES for NP0222940 (3-bromo-4-(2-imino-3-methyl-1h-imidazol-4-yl)-1h,6h-pyrrolo[2,3-c]azepin-8-ol)

INCHI for NP0222940 (3-bromo-4-(2-imino-3-methyl-1h-imidazol-4-yl)-1h,6h-pyrrolo[2,3-c]azepin-8-ol)

Structure for NP0222940 (3-bromo-4-(2-imino-3-methyl-1h-imidazol-4-yl)-1h,6h-pyrrolo[2,3-c]azepin-8-ol)

3D Structure for NP0222940 (3-bromo-4-(2-imino-3-methyl-1h-imidazol-4-yl)-1h,6h-pyrrolo[2,3-c]azepin-8-ol)