NP-MRD: Showing NP-Card for 6F-N-acetyltryptamine (NP0332380)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2024-01-19 08:04:46 UTC

Updated at

2024-09-03 04:19:00 UTC

NP-MRD ID

NP0332380

Natural Product DOI

https://doi.org/10.57994/1597

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6F-N-acetyltryptamine

Description

N-[2-(6-fluoro-1H-indol-3-yl)ethyl]ethanimidic acid belongs to the class of organic compounds known as n-acetyl-2-arylethylamines. N-acetyl-2-arylethylamines are compounds containing an acetamide group that is N-linked to an arylethylamine. N-[2-(6-fluoro-1H-indol-3-yl)ethyl]ethanimidic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004261504362D          

 16 17  0  0  0  0            999 V2000
    2.7791   -0.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4935   -0.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4935    0.4154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2080   -0.8221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9225   -0.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6370   -0.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3514   -0.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4377    0.4109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2446    0.5824    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6571   -0.1320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4641   -0.3036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7190   -1.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5260   -1.2597    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.1670   -1.7013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3600   -1.5298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1051   -0.7451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  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  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
  7 16  1  0  0  0  0
 10 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332380

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)NCCC1=CNC2=CC(F)=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C12H13FN2O/c1-8(16)14-5-4-9-7-15-12-6-10(13)2-3-11(9)12/h2-3,6-7,15H,4-5H2,1H3,(H,14,16)

> <INCHI_KEY>
BWZDGVUWUUVDQA-UHFFFAOYSA-N

> <FORMULA>
C12H13FN2O

> <MOLECULAR_WEIGHT>
220.247

> <EXACT_MASS>
220.10119121

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
22.767396836717396

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[2-(6-fluoro-1H-indol-3-yl)ethyl]acetamide

> <ALOGPS_LOGP>
1.76

> <JCHEM_LOGP>
1.4479859893333336

> <ALOGPS_LOGS>
-3.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.96780159368426

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.338721120222193

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5688554049242978

> <JCHEM_POLAR_SURFACE_AREA>
44.89

> <JCHEM_REFRACTIVITY>
60.0331

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.01e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[2-(6-fluoro-1H-indol-3-yl)ethyl]acetamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0       5.188  -1.535   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.521  -0.765   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       6.521   0.775   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       7.855  -1.535   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       9.189  -0.765   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.522  -1.535   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.856  -0.765   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.017   0.767   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      13.523   1.087   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      14.293  -0.246   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      15.800  -0.567   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.276  -2.031   0.000  0.00  0.00           C+0
HETATM   13  F   UNK     0      17.782  -2.351   0.000  0.00  0.00           F+0
HETATM   14  C   UNK     0      15.245  -3.176   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.739  -2.856   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.263  -1.391   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   16                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   16                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15    7   10                                                  
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

View in JSmol

Synonyms

Value	Source
N-[2-(6-Fluoro-1H-indol-3-yl)ethyl]ethanimidate	Generator

Chemical Formula

C₁₂H₁₃FN₂O

Average Mass

220.2470 Da

Monoisotopic Mass

220.10119 Da

IUPAC Name

N-[2-(6-fluoro-1H-indol-3-yl)ethyl]acetamide

Traditional Name

N-[2-(6-fluoro-1H-indol-3-yl)ethyl]acetamide

CAS Registry Number

Not Available

SMILES

CC(=O)NCCC1=CNC2=CC(F)=CC=C12

InChI Identifier

InChI=1S/C12H13FN2O/c1-8(16)14-5-4-9-7-15-12-6-10(13)2-3-11(9)12/h2-3,6-7,15H,4-5H2,1H3,(H,14,16)

InChI Key

BWZDGVUWUUVDQA-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C2D6OS, experimental)	msaalim@tju.edu.cn	Not Available	Not Available	2024-01-19	View Spectrum
1D NMR	¹⁹F NMR Spectrum (1D, 376 MHz, C2D6OS, experimental)	msaalim@tju.edu.cn	Not Available	Not Available	2024-01-19	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acetyl-2-arylethylamines. N-acetyl-2-arylethylamines are compounds containing an acetamide group that is N-linked to an arylethylamine.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

N-acetyl-2-arylethylamines

Alternative Parents

Substituents

N-acetyl-2-arylethylamine
3-alkylindole
Indole
Indole or derivatives
Aryl fluoride
Aryl halide
Substituted pyrrole
Benzenoid
Heteroaromatic compound
Pyrrole
Secondary carboxylic acid amide
Azacycle
Organoheterocyclic compound
Organooxygen compound
Organonitrogen compound
Organofluoride
Organohalogen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Organic nitrogen 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	1.76	ALOGPS
logP	1.45	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	15.34	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	44.89 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	60.03 m³·mol⁻¹	ChemAxon
Polarizability	22.77 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

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

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

Good Scents ID

Not Available

References

General References

Showing NP-Card for 6F-N-acetyltryptamine (NP0332380)

MOL for NP0332380 (6F-N-acetyltryptamine)

3D MOL for NP0332380 (6F-N-acetyltryptamine)

3D SDF for NP0332380 (6F-N-acetyltryptamine)

3D-SDF for NP0332380 (6F-N-acetyltryptamine)

PDB for NP0332380 (6F-N-acetyltryptamine)

3D PDB for NP0332380 (6F-N-acetyltryptamine)

SMILES for NP0332380 (6F-N-acetyltryptamine)

INCHI for NP0332380 (6F-N-acetyltryptamine)

Structure for NP0332380 (6F-N-acetyltryptamine)

3D Structure for NP0332380 (6F-N-acetyltryptamine)