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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2022-09-09 19:27:29 UTC

Update Date

2022-09-22 18:35:04 UTC

HMDB ID

HMDB0341166

Secondary Accession Numbers

None

Metabolite Identification

Common Name

isobatzelline C

Description

10-amino-9-chloro-2-methyl-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,7,9-tetraen-11-one belongs to the class of organic compounds known as pyrrolo[4,3,2-de]quinolines. These are organic heterocyclic compounds with a structure based on the Pyrrolo[4,3,2-de]quinoline skeleton. 10-amino-9-chloro-2-methyl-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,7,9-tetraen-11-one is a very strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004241503592D          

 16 18  0  0  0  0            999 V2000
    1.8226   -0.6406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3377    0.0269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5127    0.0269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2578    0.8115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4959    1.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5821    1.9675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0853    2.4525    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8390    2.1169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7651    2.4525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4326    1.9675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1862    2.3031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3463    1.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0138    0.6621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5926    0.8115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9252    1.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8805    3.2693    0.0000 Cl  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  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
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
  2 14  1  0  0  0  0
 14 15  2  0  0  0  0
  4 15  1  0  0  0  0
  8 15  1  0  0  0  0
  9 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0341166

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C=C2CCN=C3C2=C1C(=O)C(N)=C3Cl

> <INCHI_IDENTIFIER>
InChI=1S/C11H10ClN3O/c1-15-4-5-2-3-14-9-6(5)10(15)11(16)8(13)7(9)12/h4H,2-3,13H2,1H3

> <INCHI_KEY>
QNUUYJZICNRMSA-UHFFFAOYSA-N

> <FORMULA>
C11H10ClN3O

> <MOLECULAR_WEIGHT>
235.67

> <EXACT_MASS>
235.0512397

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
23.344875079584874

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
10-amino-9-chloro-2-methyl-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,7,9-tetraen-11-one

> <ALOGPS_LOGP>
1.25

> <JCHEM_LOGP>
0.22721906233333344

> <ALOGPS_LOGS>
-2.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.529697354286075

> <JCHEM_PKA_STRONGEST_BASIC>
6.868901290421433

> <JCHEM_POLAR_SURFACE_AREA>
60.38

> <JCHEM_REFRACTIVITY>
64.3958

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.14e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10-amino-9-chloro-2-methyl-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,7,9-tetraen-11-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       3.402  -1.196   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       2.497   0.050   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       0.957   0.050   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.481   1.515   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.926   2.141   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.087   3.673   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       0.159   4.578   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       1.566   3.952   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.295   4.578   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.541   3.673   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       5.948   4.299   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       4.380   2.141   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.626   1.236   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.973   1.515   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.727   2.420   0.000  0.00  0.00           C+0
HETATM   16 Cl   UNK     0       3.510   6.103   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3   14                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   15                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   15                                                  
CONECT    9    8   10   16                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12    2   15                                                  
CONECT   15   14    4    8                                                  
CONECT   16    9                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   36    0
END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₁H₁₀ClN₃O

Average Molecular Weight

235.67

Monoisotopic Molecular Weight

235.0512397

IUPAC Name

10-amino-9-chloro-2-methyl-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,7,9-tetraen-11-one

Traditional Name

10-amino-9-chloro-2-methyl-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,7,9-tetraen-11-one

CAS Registry Number

Not Available

SMILES

CN1C=C2CCN=C3C2=C1C(=O)C(N)=C3Cl

InChI Identifier

InChI=1S/C11H10ClN3O/c1-15-4-5-2-3-14-9-6(5)10(15)11(16)8(13)7(9)12/h4H,2-3,13H2,1H3

InChI Key

QNUUYJZICNRMSA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrrolo[4,3,2-de]quinolines. These are organic heterocyclic compounds with a structure based on the Pyrrolo[4,3,2-de]quinoline skeleton.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Pyrroloquinolines

Direct Parent

Pyrrolo[4,3,2-de]quinolines

Alternative Parents

Substituents

Pyrrolo[4,3,2-de]quinoline
Indole or derivatives
Aryl ketone
N-methylpyrrole
Substituted pyrrole
Heteroaromatic compound
Pyrrole
Vinylogous halide
Ketimine
Ketone
Enamine
Azacycle
Chloroalkene
Haloalkene
Vinyl chloride
Vinyl halide
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Primary amine
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Amine
Imine
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Primary aliphatic amine
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

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
logP	1.25	ALOGPS
logP	0.23	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	19.53	ChemAxon
pKa (Strongest Basic)	6.87	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	60.38 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	64.4 m³·mol⁻¹	ChemAxon
Polarizability	23.34 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 Kovats Retention Indices

Not Available

Spectra

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	34436864	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	34436864	details

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

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

Not Available

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

Neto FC, Raftery D: Expanding Urinary Metabolite Annotation through Integrated Mass Spectral Similarity Networking. Anal Chem. 2021 Sep 7;93(35):12001-12010. doi: 10.1021/acs.analchem.1c02041. Epub 2021 Aug 26. [PubMed:34436864 ]

Showing metabocard for isobatzelline C (HMDB0341166)

MOL for HMDB0341166 (isobatzelline C)

3D MOL for HMDB0341166 (isobatzelline C)

3D SDF for HMDB0341166 (isobatzelline C)

3D-SDF for HMDB0341166 (isobatzelline C)

PDB for HMDB0341166 (isobatzelline C)

3D PDB for HMDB0341166 (isobatzelline C)

SMILES for HMDB0341166 (isobatzelline C)

INCHI for HMDB0341166 (isobatzelline C)

Structure for HMDB0341166 (isobatzelline C)

3D Structure for HMDB0341166 (isobatzelline C)

Predicted Kovats Retention Indices