NP-MRD: Showing NP-Card for 1-Methyl-3-(2-thiazolyl)-1H-indole (NP0335478)

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Record Information

Version

2.0

Created at

2024-09-11 01:47:30 UTC

Updated at

2024-09-11 01:47:30 UTC

NP-MRD ID

NP0335478

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-Methyl-3-(2-thiazolyl)-1H-indole

Description

1-Methyl-3-(2-thiazolyl)-1H-indole, also known as 1-methylcamalexin, belongs to the class of organic compounds known as n-alkylindoles. N-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 1-position. 1-Methyl-3-(2-thiazolyl)-1H-indole is a moderately basic compound (based on its pKa). Outside of the human body, 1-Methyl-3-(2-thiazolyl)-1H-indole has been detected, but not quantified in, fruits and herbs and spices. This could make 1-methyl-3-(2-thiazolyl)-1H-indole a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 05061308102D          

 15 17  0  0  0  0            999 V2000
    0.8838    2.9750    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
    3.3523    1.9354    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
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -1.0091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -1.2640    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
    1.9233    1.1104    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
    1.9233    1.9354    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
    0.0992   -0.1841    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
    1.3687   -0.5966    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  7  6  2  0  0  0  0
  9  4  2  0  0  0  0
 10  8  2  0  0  0  0
 10  9  1  0  0  0  0
 11  5  2  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13  6  1  0  0  0  0
 13 12  2  0  0  0  0
 14  1  1  0  0  0  0
 14  8  1  0  0  0  0
 14 11  1  0  0  0  0
 15  7  1  0  0  0  0
 15 12  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0335478

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1C=C(C2=NC=CS2)C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C12H10N2S/c1-14-8-10(12-13-6-7-15-12)9-4-2-3-5-11(9)14/h2-8H,1H3

> <INCHI_KEY>
UZRNJZSSOYHALG-UHFFFAOYSA-N

> <FORMULA>
C12H10N2S

> <MOLECULAR_WEIGHT>
214.286

> <EXACT_MASS>
214.05646902

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
23.295220925502548

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-methyl-3-(1,3-thiazol-2-yl)-1H-indole

> <ALOGPS_LOGP>
3.14

> <JCHEM_LOGP>
2.9792469043333334

> <ALOGPS_LOGS>
-3.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
2.3836543934195817

> <JCHEM_POLAR_SURFACE_AREA>
17.82

> <JCHEM_REFRACTIVITY>
72.35119999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.79e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-methyl-3-(1,3-thiazol-2-yl)indole

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       1.650   5.553   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       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.185  -1.884   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.650  -2.359   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.650   0.132   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       0.185  -0.344   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       2.126   4.089   0.000  0.00  0.00           N+0
HETATM   15  S   UNK     0       2.555  -1.114   0.000  0.00  0.00           S+0
CONECT    1   14                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2    9                                                       
CONECT    5    3   11                                                       
CONECT    6    7   13                                                       
CONECT    7    6   15                                                       
CONECT    8   10   14                                                       
CONECT    9    4   10   11                                                  
CONECT   10    8    9   12                                                  
CONECT   11    5    9   14                                                  
CONECT   12   10   13   15                                                  
CONECT   13    6   12                                                       
CONECT   14    1    8   11                                                  
CONECT   15    7   12                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   34    0
END

View in JSmol

Synonyms

Value	Source
1-Methyl-3-(2-thiazolyl)-1H-indole, 9ci	HMDB
1-Methylcamalexin	HMDB

Chemical Formula

C₁₂H₁₀N₂S

Average Mass

214.2860 Da

Monoisotopic Mass

214.05647 Da

IUPAC Name

1-methyl-3-(1,3-thiazol-2-yl)-1H-indole

Traditional Name

1-methyl-3-(1,3-thiazol-2-yl)indole

CAS Registry Number

Not Available

SMILES

CN1C=C(C2=NC=CS2)C2=CC=CC=C12

InChI Identifier

InChI=1S/C12H10N2S/c1-14-8-10(12-13-6-7-15-12)9-4-2-3-5-11(9)14/h2-8H,1H3

InChI Key

UZRNJZSSOYHALG-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 n-alkylindoles. N-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 1-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

N-alkylindoles

Direct Parent

N-alkylindoles

Alternative Parents

Substituents

N-alkylindole
Indole
Benzenoid
Substituted pyrrole
N-methylpyrrole
Heteroaromatic compound
Thiazole
Pyrrole
Azole
Azacycle
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
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	3.14	ALOGPS
logP	2.98	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Basic)	2.38	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.82 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	72.35 m³·mol⁻¹	ChemAxon
Polarizability	23.3 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0034965

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB013560

KNApSAcK ID

Not Available

Chemspider ID

9450932

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11275932

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 1-Methyl-3-(2-thiazolyl)-1H-indole (NP0335478)

MOL for NP0335478 (1-Methyl-3-(2-thiazolyl)-1H-indole)

3D MOL for NP0335478 (1-Methyl-3-(2-thiazolyl)-1H-indole)

3D SDF for NP0335478 (1-Methyl-3-(2-thiazolyl)-1H-indole)

3D-SDF for NP0335478 (1-Methyl-3-(2-thiazolyl)-1H-indole)

PDB for NP0335478 (1-Methyl-3-(2-thiazolyl)-1H-indole)

3D PDB for NP0335478 (1-Methyl-3-(2-thiazolyl)-1H-indole)

SMILES for NP0335478 (1-Methyl-3-(2-thiazolyl)-1H-indole)

INCHI for NP0335478 (1-Methyl-3-(2-thiazolyl)-1H-indole)

Structure for NP0335478 (1-Methyl-3-(2-thiazolyl)-1H-indole)

3D Structure for NP0335478 (1-Methyl-3-(2-thiazolyl)-1H-indole)