NP-MRD: Showing NP-Card for (-)-TMC 120A (NP0061162)

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Record Information

Version

2.0

Created at

2022-04-28 06:03:18 UTC

Updated at

2022-04-28 06:03:18 UTC

NP-MRD ID

NP0061162

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-TMC 120A

Description

(2S)-7-methyl-2-(propan-2-yl)-2H,3H-furo[3,2-h]isoquinolin-3-one 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 120A is found in Aspergillus ustus and Aspergillus ustus TC 1118. Based on a literature review very few articles have been published on (2S)-7-methyl-2-(propan-2-yl)-2H,3H-furo[3,2-h]isoquinolin-3-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 33 35  0  0  0  0  0  0  0  0999 V2000
    5.1714    1.2948   -0.4367 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7851    0.7903   -0.1644 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2567   -0.2885   -0.8109 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9815   -0.7301   -0.5415 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4630   -1.8233   -1.2052 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1820   -2.2439   -0.9150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5694   -1.5715    0.0329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0195   -0.4820    0.6776 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2606   -0.0313    0.4134 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8221    1.0571    1.0513 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0677    1.4506    0.7561 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9451    0.0419    1.5878 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2215   -0.4071    1.2037 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7927    0.4460    0.0797 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9259    1.8894    0.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1044   -0.1669   -0.3188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9121   -1.7237    0.5814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6011   -2.7641    0.5098 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8202    1.1899    0.4733 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6309    0.7830   -1.2981 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0846    2.3881   -0.6065 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8813   -0.7911   -1.5513 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0204   -2.3589   -1.9395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2783   -3.0924   -1.4009 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2536    1.5974    1.7952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9235   -0.4996    2.0488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0655    0.3749   -0.7589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1942    2.4681   -0.4113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9607    2.2267    0.8870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7469    1.9841    1.2398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8520    0.6165   -0.5279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0299   -0.8385   -1.1971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5381   -0.7858    0.5159 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 14  1  0
 14 16  1  0
 14 13  1  0
 13 12  1  0
 12  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  2  1  0
  2  1  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7 17  1  0
 17 18  2  0
 17 13  1  0
  7  8  1  0
  4  9  1  0
 15 28  1  0
 15 29  1  0
 15 30  1  0
 14 27  1  6
 16 31  1  0
 16 32  1  0
 16 33  1  0
 13 26  1  1
 10 25  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  5 23  1  0
  6 24  1  0
M  END


  Mrv1652304282208032D          

 18 20  0  0  1  0            999 V2000
    2.3637    0.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7983    1.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4083    1.7892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5837    1.8150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1491    1.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5391    0.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1045   -0.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2799   -0.2887    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1101    0.4383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3245    1.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9347    0.4640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5995    0.8656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2295    1.3982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6601    0.0428    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8963   -0.2691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3613   -0.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0883   -0.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3355   -1.2164    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  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  2  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  2  0  0  0  0
  5 10  1  0  0  0  0
  9 11  1  0  0  0  0
  2 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
  1 15  1  0  0  0  0
 14 16  1  6  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0061162

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)[C@@H]1OC2=C3C=NC(C)=CC3=CC=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H15NO2/c1-8(2)14-13(17)11-5-4-10-6-9(3)16-7-12(10)15(11)18-14/h4-8,14H,1-3H3/t14-/m0/s1

> <INCHI_KEY>
JROFCJKUGPMKCQ-AWEZNQCLSA-N

> <FORMULA>
C15H15NO2

> <MOLECULAR_WEIGHT>
241.29

> <EXACT_MASS>
241.110278727

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
26.5255341965908

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.67

> <JCHEM_LOGP>
2.4339850540000003

> <ALOGPS_LOGS>
-2.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.455314591024996

> <JCHEM_PKA_STRONGEST_BASIC>
6.22118587569052

> <JCHEM_POLAR_SURFACE_AREA>
39.19

> <JCHEM_REFRACTIVITY>
68.7392

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.68e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-isopropyl-7-methyl-2H-furo[3,2-h]isoquinolin-3-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       4.412   0.674   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.223   1.983   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.495   3.340   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.956   3.388   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.145   2.079   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.873   0.722   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.062  -0.587   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       0.522  -0.539   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      -0.206   0.818   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.606   2.127   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.745   0.866   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.719   1.616   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       7.895   2.610   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.832   0.080   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       5.406  -0.502   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       8.141  -0.731   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.498  -0.003   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.093  -2.271   0.000  0.00  0.00           C+0
CONECT    1    2    6   15                                                  
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9    5                                                       
CONECT   11    9                                                            
CONECT   12    2   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14    1                                                       
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₁₅NO₂

Average Mass

241.2900 Da

Monoisotopic Mass

241.11028 Da

IUPAC Name

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

Traditional Name

(2S)-2-isopropyl-7-methyl-2H-furo[3,2-h]isoquinolin-3-one

CAS Registry Number

Not Available

SMILES

CC(C)[C@@H]1OC2=C3C=NC(C)=CC3=CC=C2C1=O

InChI Identifier

InChI=1S/C15H15NO2/c1-8(2)14-13(17)11-5-4-10-6-9(3)16-7-12(10)15(11)18-14/h4-8,14H,1-3H3/t14-/m0/s1

InChI Key

JROFCJKUGPMKCQ-AWEZNQCLSA-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 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
Aryl alkyl ketone
Alkyl aryl ether
Methylpyridine
Benzenoid
Pyridine
Heteroaromatic compound
Ketone
Oxacycle
Azacycle
Ether
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
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	2.67	ALOGPS
logP	2.43	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	9.46	ChemAxon
pKa (Strongest Basic)	6.22	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	1	ChemAxon
Refractivity	68.74 m³·mol⁻¹	ChemAxon
Polarizability	26.53 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

15871768

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (-)-TMC 120A (NP0061162)

MOL for NP0061162 ((-)-TMC 120A)

3D MOL for NP0061162 ((-)-TMC 120A)

3D SDF for NP0061162 ((-)-TMC 120A)

3D-SDF for NP0061162 ((-)-TMC 120A)

PDB for NP0061162 ((-)-TMC 120A)

3D PDB for NP0061162 ((-)-TMC 120A)

SMILES for NP0061162 ((-)-TMC 120A)

INCHI for NP0061162 ((-)-TMC 120A)

Structure for NP0061162 ((-)-TMC 120A)

3D Structure for NP0061162 ((-)-TMC 120A)