NP-MRD: Showing NP-Card for Bacillamide A (NP0332382)

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Record Information

Version

2.0

Created at

2024-01-19 08:08:00 UTC

Updated at

2024-09-03 04:19:01 UTC

NP-MRD ID

NP0332382

Natural Product DOI

https://doi.org/10.57994/1600

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Bacillamide A

Description

Bacillamide A 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. Bacillamide A is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 37 39  0  0  0  0  0  0  0  0999 V2000
    5.7236   -0.8666    2.2936 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4378   -0.9930    1.5896 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6912   -1.9554    1.7865 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9953    0.0327    0.6194 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8888    0.0792   -0.0906 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6763    1.0801   -0.9038 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4331    1.1456   -1.7118 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3024    2.1376   -2.4695 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4333    0.1270   -1.6302 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7547    0.2241   -2.4268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6352   -0.9888   -2.1385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0048   -1.0272   -0.6991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4989   -1.8371    0.2960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1168   -1.5369    1.4511 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0170   -0.5485    1.2373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9000    0.1078    2.1036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7316    1.1011    1.6276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6375    1.3945    0.2844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7953    0.7835   -0.5932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9548   -0.2233   -0.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6416    2.0452   -0.9702 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8057    1.4543    0.1466 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.5842   -1.0485    1.6121 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7368   -1.6101    3.1145 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8073    0.1272    2.7955 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5756   -0.6721   -0.9964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3596    1.1259   -2.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4368    0.2332   -3.4883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5197   -1.0234   -2.8046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0154   -1.8879   -2.3519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7226   -2.5938    0.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9650   -1.9698    2.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9128   -0.1815    3.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4195    1.6140    2.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2887    2.1820   -0.1211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7119    1.0017   -1.6392 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6657    2.9673   -1.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6 21  2  0
 21 22  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 22  4  1  0
 20 12  1  0
 20 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
 21 37  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 13 31  1  0
 14 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
M  END


  Mrv1533004171517252D          

 22 24  0  0  0  0            999 V2000
    0.1680   -1.6808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6529   -1.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3173   -0.2597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4734   -1.0996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0254   -0.4865    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7791   -0.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6928   -1.6426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8859   -1.8141    0.0000 S   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
    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  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  4  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 14 22  1  0  0  0  0
 17 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332382

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)C1=NC(=CS1)C(=O)NCCC1=CNC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C16H15N3O2S/c1-10(20)16-19-14(9-22-16)15(21)17-7-6-11-8-18-13-5-3-2-4-12(11)13/h2-5,8-9,18H,6-7H2,1H3,(H,17,21)

> <INCHI_KEY>
JIWXCBLXWXZOHU-UHFFFAOYSA-N

> <FORMULA>
C16H15N3O2S

> <MOLECULAR_WEIGHT>
313.38

> <EXACT_MASS>
313.088497909

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
33.18016467393788

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-acetyl-N-[2-(1H-indol-3-yl)ethyl]-1,3-thiazole-4-carboxamide

> <ALOGPS_LOGP>
2.81

> <JCHEM_LOGP>
2.1392940033333323

> <ALOGPS_LOGS>
-4.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.46884942557482

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.483216958859867

> <JCHEM_PKA_STRONGEST_BASIC>
-2.498143748362627

> <JCHEM_POLAR_SURFACE_AREA>
74.85

> <JCHEM_REFRACTIVITY>
85.20360000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.65e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-acetyl-N-[2-(1H-indol-3-yl)ethyl]-1,3-thiazole-4-carboxamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       0.314  -3.138   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.219  -1.892   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.592  -0.485   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.750  -2.053   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       3.781  -0.908   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       5.188  -1.535   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.027  -3.066   0.000  0.00  0.00           C+0
HETATM    8  S   UNK     0       3.520  -3.386   0.000  0.00  0.00           S+0
HETATM    9  C   UNK     0       6.521  -0.765   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       6.521   0.775   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0       7.855  -1.535   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       9.189  -0.765   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.522  -1.535   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.856  -0.765   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.017   0.767   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      13.523   1.087   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      14.293  -0.246   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      15.800  -0.567   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      16.276  -2.031   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      15.245  -3.176   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.739  -2.856   0.000  0.00  0.00           C+0
HETATM   22  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    8                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7    4                                                       
CONECT    9    6   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   22                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   14   17                                                  
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₁₅N₃O₂S

Average Mass

313.3800 Da

Monoisotopic Mass

313.08850 Da

IUPAC Name

2-acetyl-N-[2-(1H-indol-3-yl)ethyl]-1,3-thiazole-4-carboxamide

Traditional Name

2-acetyl-N-[2-(1H-indol-3-yl)ethyl]-1,3-thiazole-4-carboxamide

CAS Registry Number

Not Available

SMILES

CC(=O)C1=NC(=CS1)C(=O)NCCC1=CNC2=CC=CC=C12

InChI Identifier

InChI=1S/C16H15N3O2S/c1-10(20)16-19-14(9-22-16)15(21)17-7-6-11-8-18-13-5-3-2-4-12(11)13/h2-5,8-9,18H,6-7H2,1H3,(H,17,21)

InChI Key

JIWXCBLXWXZOHU-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	¹³C NMR Spectrum (1D, 151 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
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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 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-heteroaryl carboxamide
Aryl alkyl ketone
Aryl ketone
Thiazolecarboxylic acid or derivatives
Thiazolecarboxamide
2,4-disubstituted 1,3-thiazole
Benzenoid
Substituted pyrrole
Azole
Heteroaromatic compound
Pyrrole
Thiazole
Carboxamide group
Ketone
Secondary carboxylic acid amide
Carboxylic acid derivative
Azacycle
Organonitrogen compound
Hydrocarbon derivative
Organic nitrogen compound
Organic oxide
Organic oxygen compound
Organooxygen 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	2.81	ALOGPS
logP	2.14	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	13.48	ChemAxon
pKa (Strongest Basic)	-2.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.85 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	85.2 m³·mol⁻¹	ChemAxon
Polarizability	33.18 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

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

11077881

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Bacillamide A (NP0332382)

MOL for NP0332382 (Bacillamide A)

3D MOL for NP0332382 (Bacillamide A)

3D SDF for NP0332382 (Bacillamide A)

3D-SDF for NP0332382 (Bacillamide A)

PDB for NP0332382 (Bacillamide A)

3D PDB for NP0332382 (Bacillamide A)

SMILES for NP0332382 (Bacillamide A)

INCHI for NP0332382 (Bacillamide A)

Structure for NP0332382 (Bacillamide A)

3D Structure for NP0332382 (Bacillamide A)