MiMeDB: Showing metabocard for Barakacin (MMDBc0013379)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 04:41:48 UTC

Update Date

2022-08-31 06:36:00 UTC

Metabolite ID

MMDBc0013379

Metabolite Identification

Common Name

Barakacin

Description

Barakacin belongs to the class of organic compounds known as 3-alkylindoles. 3-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. Based on a literature review very few articles have been published on Barakacin.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152106412D          

 31 36  0  0  0  0            999 V2000
    0.5498   -2.5867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8443    1.5305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2643   -2.9992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5118    1.0456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5498   -1.7617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0907    1.1949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9788   -2.5867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4255    0.2251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2563   -0.4560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2587   -0.8543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2643   -1.3492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0044    0.3744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -0.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9788   -1.7617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -0.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6719   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2508    0.0389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5919   -1.2097    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5363    0.4514    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5856   -0.9310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0792   -0.7681    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0  0  0  0
  5  2  2  0  0  0  0
  6  3  2  0  0  0  0
  7  1  1  0  0  0  0
  8  2  1  0  0  0  0
  9  3  1  0  0  0  0
 10  4  1  0  0  0  0
 11  5  1  0  0  0  0
 12  6  1  0  0  0  0
 16  7  2  0  0  0  0
 17  8  2  0  0  0  0
 18  9  2  0  0  0  0
 19 13  2  0  0  0  0
 19 16  1  0  0  0  0
 20 14  2  0  0  0  0
 20 17  1  0  0  0  0
 21 10  2  0  0  0  0
 21 16  1  0  0  0  0
 22 11  2  0  0  0  0
 22 17  1  0  0  0  0
 23 15  2  0  0  0  0
 24 12  2  0  0  0  0
 24 18  1  0  0  0  0
 25 19  1  0  0  0  0
 25 20  1  0  0  0  0
 25 23  1  0  0  0  0
 26 18  1  0  0  0  0
 27 13  1  0  0  0  0
 27 21  1  0  0  0  0
 28 14  1  0  0  0  0
 28 22  1  0  0  0  0
 29 23  1  0  0  0  0
 29 26  2  0  0  0  0
 30 24  1  0  0  0  0
 31 15  1  0  0  0  0
 31 26  1  0  0  0  0
M  END


  Mrv1652305152106412D          

 31 36  0  0  0  0            999 V2000
    0.5498   -2.5867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8443    1.5305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2643   -2.9992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5118    1.0456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5498   -1.7617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0907    1.1949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9788   -2.5867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4255    0.2251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2563   -0.4560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2587   -0.8543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2643   -1.3492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0044    0.3744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -0.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9788   -1.7617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -0.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6719   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2508    0.0389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5919   -1.2097    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5363    0.4514    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5856   -0.9310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0792   -0.7681    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0  0  0  0
  5  2  2  0  0  0  0
  6  3  2  0  0  0  0
  7  1  1  0  0  0  0
  8  2  1  0  0  0  0
  9  3  1  0  0  0  0
 10  4  1  0  0  0  0
 11  5  1  0  0  0  0
 12  6  1  0  0  0  0
 16  7  2  0  0  0  0
 17  8  2  0  0  0  0
 18  9  2  0  0  0  0
 19 13  2  0  0  0  0
 19 16  1  0  0  0  0
 20 14  2  0  0  0  0
 20 17  1  0  0  0  0
 21 10  2  0  0  0  0
 21 16  1  0  0  0  0
 22 11  2  0  0  0  0
 22 17  1  0  0  0  0
 23 15  2  0  0  0  0
 24 12  2  0  0  0  0
 24 18  1  0  0  0  0
 25 19  1  0  0  0  0
 25 20  1  0  0  0  0
 25 23  1  0  0  0  0
 26 18  1  0  0  0  0
 27 13  1  0  0  0  0
 27 21  1  0  0  0  0
 28 14  1  0  0  0  0
 28 22  1  0  0  0  0
 29 23  1  0  0  0  0
 29 26  2  0  0  0  0
 30 24  1  0  0  0  0
 31 15  1  0  0  0  0
 31 26  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0013379

> <DATABASE_NAME>
MIME

> <SMILES>
OC1=CC=CC=C1C1=NC(=CS1)C(C1=CNC2=CC=CC=C12)C1=CNC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C26H19N3OS/c30-24-12-6-3-9-18(24)26-29-23(15-31-26)25(19-13-27-21-10-4-1-7-16(19)21)20-14-28-22-11-5-2-8-17(20)22/h1-15,25,27-28,30H

> <INCHI_KEY>
GRPVXIRSGACTEG-UHFFFAOYSA-N

> <FORMULA>
C26H19N3OS

> <MOLECULAR_WEIGHT>
421.52

> <EXACT_MASS>
421.124883418

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
46.04608896218907

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{4-[bis(1H-indol-3-yl)methyl]-1,3-thiazol-2-yl}phenol

> <ALOGPS_LOGP>
6.34

> <JCHEM_LOGP>
6.193267749666666

> <ALOGPS_LOGS>
-5.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.704364114920878

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.808512178112217

> <JCHEM_PKA_STRONGEST_BASIC>
1.800249947287734

> <JCHEM_POLAR_SURFACE_AREA>
64.7

> <JCHEM_REFRACTIVITY>
134.50480000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.57e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{4-[bis(1H-indol-3-yl)methyl]-1,3-thiazol-2-yl}phenol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0       1.026  -4.828   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.309   2.857   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.360  -5.598   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.555   1.952   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.026  -3.288   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.903   2.231   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.694  -4.828   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.394   0.420   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.212  -0.851   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.483  -1.595   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.360  -2.518   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.742   0.699   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.680  -1.012   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.694  -3.288   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.143  -0.188   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.987  -0.206   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.650   0.132   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.335   0.073   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0       4.838  -2.258   0.000  0.00  0.00           N+0
HETATM   28  N   UNK     0       2.126   4.089   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0      -1.001   0.843   0.000  0.00  0.00           N+0
HETATM   30  O   UNK     0      -4.827  -1.738   0.000  0.00  0.00           O+0
HETATM   31  S   UNK     0      -2.015  -1.434   0.000  0.00  0.00           S+0
CONECT    1    4    7                                                       
CONECT    2    5    8                                                       
CONECT    3    6    9                                                       
CONECT    4    1   10                                                       
CONECT    5    2   11                                                       
CONECT    6    3   12                                                       
CONECT    7    1   16                                                       
CONECT    8    2   17                                                       
CONECT    9    3   18                                                       
CONECT   10    4   21                                                       
CONECT   11    5   22                                                       
CONECT   12    6   24                                                       
CONECT   13   19   27                                                       
CONECT   14   20   28                                                       
CONECT   15   23   31                                                       
CONECT   16    7   19   21                                                  
CONECT   17    8   20   22                                                  
CONECT   18    9   24   26                                                  
CONECT   19   13   16   25                                                  
CONECT   20   14   17   25                                                  
CONECT   21   10   16   27                                                  
CONECT   22   11   17   28                                                  
CONECT   23   15   25   29                                                  
CONECT   24   12   18   30                                                  
CONECT   25   19   20   23                                                  
CONECT   26   18   29   31                                                  
CONECT   27   13   21                                                       
CONECT   28   14   22                                                       
CONECT   29   23   26                                                       
CONECT   30   24                                                            
CONECT   31   15   26                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   72    0
END

Synonyms

Not Available

Molecular Formula

C₂₆H₁₉N₃OS

Average Mass

421.52

Monoisotopic Mass

421.124883418

IUPAC Name

2-{4-[bis(1H-indol-3-yl)methyl]-1,3-thiazol-2-yl}phenol

Traditional Name

2-{4-[bis(1H-indol-3-yl)methyl]-1,3-thiazol-2-yl}phenol

CAS Registry Number

Not Available

SMILES

OC1=CC=CC=C1C1=NC(=CS1)C(C1=CNC2=CC=CC=C12)C1=CNC2=CC=CC=C12

InChI Identifier

InChI=1S/C26H19N3OS/c30-24-12-6-3-9-18(24)26-29-23(15-31-26)25(19-13-27-21-10-4-1-7-16(19)21)20-14-28-22-11-5-2-8-17(20)22/h1-15,25,27-28,30H

InChI Key

GRPVXIRSGACTEG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indoles

Direct Parent

3-alkylindoles

Alternative Parents

Substituents

3-alkylindole
2,4-disubstituted 1,3-thiazole
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Substituted pyrrole
Azole
Heteroaromatic compound
Thiazole
Pyrrole
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.00046 g/L	ALOGPS
logP	6.34	ALOGPS
logP	6.19	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	8.81	ChemAxon
pKa (Strongest Basic)	1.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	64.7 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	134.5 m³·mol⁻¹	ChemAxon
Polarizability	46.05 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	1	Human feces; Human	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78435866

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

136173294

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for Barakacin (MMDBc0013379)

MOL for #<Metabolite:0x00007fed155205f8>

3D MOL for #<Metabolite:0x00007fed155205f8>

3D SDF for #<Metabolite:0x00007fed155205f8>

3D-SDF for #<Metabolite:0x00007fed155205f8>

PDB for #<Metabolite:0x00007fed155205f8>

3D PDB for #<Metabolite:0x00007fed155205f8>

SMILES for #<Metabolite:0x00007fed155205f8>

INCHI for #<Metabolite:0x00007fed155205f8>

Structure for #<Metabolite:0x00007fed155205f8>

3D Structure for #<Metabolite:0x00007fed155205f8>