NP-MRD: Showing NP-Card for TMC 120B (NP0061163)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 06:03:22 UTC

Updated at

2022-04-28 06:03:22 UTC

NP-MRD ID

NP0061163

Secondary Accession Numbers

None

Natural Product Identification

Common Name

TMC 120B

Description

AC1LD1U3 belongs to the class of organic compounds known as isoquinolines and derivatives. These are aromatic polycyclic compounds containing an isoquinoline moiety, which consists of a benzene ring fused to a pyridine ring and forming benzo[c]pyridine. TMC 120B is found in Aspergillus pseudodeflectus, Aspergillus ustus and Aspergillus ustus TC 1118. AC1LD1U3 is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 31 33  0  0  0  0  0  0  0  0999 V2000
   -3.7794   -2.0414   -0.4293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6043   -0.6264   -0.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7426    0.2697    0.2794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3812   -0.1558    0.0963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1684   -0.8038   -0.1250 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1155    0.0676    0.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6056    1.3003    0.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2609    2.3367    0.7719 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6176    2.1010    0.6694 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1190    0.8603    0.2894 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4584    0.5981    0.1794 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9692   -0.6334   -0.1981 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4461   -0.7981   -0.2825 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0983   -1.6103   -0.4669 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7607   -1.3998   -0.3723 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2476   -0.1754    0.0032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0589    1.2023    0.4914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8621    2.1459    0.7905 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7989   -2.6591    0.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9202   -2.3437   -1.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6882   -2.1756   -1.0557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7821    1.1359   -0.4394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7122   -0.2660    0.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6516    0.7309    1.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1594    3.2828    1.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3175    2.8739    0.8818 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1470    1.3960    0.3995 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7193   -1.4635   -1.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9112    0.2171   -0.4441 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8791   -1.1650    0.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0790   -2.2010   -0.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6 16  2  0
 16 15  1  0
 15 14  2  0
 14 12  1  0
 12 13  1  0
 12 11  2  0
 11 10  1  0
 10  9  2  0
  9  8  1  0
  8  7  2  0
  7 17  1  0
 17 18  2  0
 17  4  1  0
  7  6  1  0
 10 16  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
 15 31  1  0
 13 28  1  0
 13 29  1  0
 13 30  1  0
 11 27  1  0
  9 26  1  0
  8 25  1  0
M  END


  Mrv0541 04121514422D          

 18 20  0  0  0  0            999 V2000
    4.3355    2.0414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3613    1.2168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6601    0.7822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8963    1.0941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3637    0.4640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7983   -0.2372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4083   -0.9642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5837   -0.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1491   -0.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3245   -0.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1101    0.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9347    0.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2799    1.1137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1045    1.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5391    0.4383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5995   -0.0406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2295   -0.5732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0883    0.8268    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
  3  4  1  0  0  0  0
  4  5  1  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
  8  9  2  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
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
  5 15  2  0  0  0  0
  9 15  1  0  0  0  0
  6 16  1  0  0  0  0
  3 16  1  0  0  0  0
 16 17  2  0  0  0  0
  2 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0061163

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=C1OC2=C3C=NC(C)=CC3=CC=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H13NO2/c1-8(2)14-13(17)11-5-4-10-6-9(3)16-7-12(10)15(11)18-14/h4-7H,1-3H3

> <INCHI_KEY>
KJJZKDAMKKPUPJ-UHFFFAOYSA-N

> <FORMULA>
C15H13NO2

> <MOLECULAR_WEIGHT>
239.274

> <EXACT_MASS>
239.094628663

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
26.617240363098915

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-methyl-2-(propan-2-ylidene)-2H,3H-furo[3,2-h]isoquinolin-3-one

> <ALOGPS_LOGP>
2.80

> <JCHEM_LOGP>
2.1323061140000004

> <ALOGPS_LOGS>
-3.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
5.859573592010103

> <JCHEM_POLAR_SURFACE_AREA>
39.19

> <JCHEM_REFRACTIVITY>
70.1181

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.51e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-methyl-2-(propan-2-ylidene)furo[3,2-h]isoquinolin-3-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 12-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-APR-15         0                                  
HETATM    1  C   UNK     0       8.093   3.811   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.141   2.271   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.832   1.460   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       5.406   2.042   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.412   0.866   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.223  -0.443   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.495  -1.800   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.956  -1.848   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.145  -0.539   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.606  -0.587   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.206   0.722   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.745   0.674   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       0.522   2.079   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       2.062   2.127   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.873   0.818   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.719  -0.076   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       7.895  -1.070   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       9.498   1.543   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   18                                                  
CONECT    3    2    4   16                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   15                                                  
CONECT    6    5    7   16                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   15                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14    5    9                                                  
CONECT   16    6    3   17                                                  
CONECT   17   16                                                            
CONECT   18    2                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

View in JSmol

Synonyms

Value	Source
TMC 120b	MeSH
TMC-120b	MeSH

Chemical Formula

C₁₅H₁₃NO₂

Average Mass

239.2740 Da

Monoisotopic Mass

239.09463 Da

IUPAC Name

7-methyl-2-(propan-2-ylidene)-2H,3H-furo[3,2-h]isoquinolin-3-one

Traditional Name

7-methyl-2-(propan-2-ylidene)furo[3,2-h]isoquinolin-3-one

CAS Registry Number

Not Available

SMILES

CC(C)=C1OC2=C3C=NC(C)=CC3=CC=C2C1=O

InChI Identifier

InChI=1S/C15H13NO2/c1-8(2)14-13(17)11-5-4-10-6-9(3)16-7-12(10)15(11)18-14/h4-7H,1-3H3

InChI Key

KJJZKDAMKKPUPJ-UHFFFAOYSA-N

Experimental Spectra

Not Available

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

Species Name	Source	Reference
Aspergillus pseudodeflectus	LOTUS Database	35616633
Aspergillus ustus	LOTUS Database	35616633
Aspergillus ustus TC 1118	Fungi	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoquinolines and derivatives. These are aromatic polycyclic compounds containing an isoquinoline moiety, which consists of a benzene ring fused to a pyridine ring and forming benzo[c]pyridine.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoquinolines and derivatives

Sub Class

Not Available

Direct Parent

Isoquinolines and derivatives

Alternative Parents

Substituents

Isoquinoline
Benzofuran
Coumaran
Aryl ketone
Methylpyridine
Pyridine
Benzenoid
Heteroaromatic compound
Ketone
Oxacycle
Azacycle
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
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	2.8	ALOGPS
logP	2.13	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Basic)	5.86	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	39.19 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	70.12 m³·mol⁻¹	ChemAxon
Polarizability	26.62 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

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

640952

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for TMC 120B (NP0061163)

MOL for NP0061163 (TMC 120B)

3D MOL for NP0061163 (TMC 120B)

3D SDF for NP0061163 (TMC 120B)

3D-SDF for NP0061163 (TMC 120B)

PDB for NP0061163 (TMC 120B)

3D PDB for NP0061163 (TMC 120B)

SMILES for NP0061163 (TMC 120B)

INCHI for NP0061163 (TMC 120B)

Structure for NP0061163 (TMC 120B)

3D Structure for NP0061163 (TMC 120B)