NP-MRD: Showing NP-Card for 5-hydroxy-2-(methoxymethyl)-4-methyl-1h,6h,7h-cyclopenta[g]indol-8-one (NP0236048)

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Record Information

Version

2.0

Created at

2022-09-06 18:51:02 UTC

Updated at

2022-09-06 18:51:02 UTC

NP-MRD ID

NP0236048

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-hydroxy-2-(methoxymethyl)-4-methyl-1h,6h,7h-cyclopenta[g]indol-8-one

Description

Dilemmaone C belongs to the class of organic compounds known as indanones. Indanones are compounds containing an indane ring bearing a ketone group. Based on a literature review very few articles have been published on Dilemmaone C.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 33 35  0  0  0  0  0  0  0  0999 V2000
    5.4218   -0.5708    0.5021 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0253   -0.7427    0.4021 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4135    0.4643    0.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9483    0.2448    0.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2940   -0.9533    0.1815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0435   -0.7081    0.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1843   -1.5200    0.0559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0390   -2.9477    0.3528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4363   -0.9889   -0.1696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6038   -1.7720   -0.1266 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5210    0.3604   -0.4451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4212    1.1926   -0.5043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1556    0.6383   -0.2730 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0481    1.2045   -0.2696 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8470    2.5513   -0.8136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1348    3.4612   -1.2857 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2849    2.6094   -0.4497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7399    1.1997   -0.7295 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9232   -1.5216    0.7388 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7447   -0.1586   -0.4800 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6638    0.1224    1.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6234    1.2359    0.8999 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8114    0.8342   -0.8616 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6880   -1.9293    0.4127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0680   -3.1890    0.8580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1849   -3.5333   -0.5738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8222   -3.2492    1.0992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5973   -2.7439    0.0666 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2136    2.2248   -0.4559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8399    3.3711   -1.0245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3339    2.8045    0.6576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5427    0.8811   -0.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0190    1.1278   -1.7971 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  2  0
 11 18  1  0
 18 17  1  0
 17 15  1  0
 15 16  2  0
 15 12  1  0
 12 13  2  0
 13 14  1  0
 14  4  1  0
 13  6  1  0
 12 11  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  5 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
 10 28  1  0
 18 32  1  0
 18 33  1  0
 17 30  1  0
 17 31  1  0
 14 29  1  0
M  END


  Mrv1652309062220512D          

 18 20  0  0  0  0            999 V2000
   -0.6811   -2.6988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0333   -2.2863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0333   -1.4613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7478   -1.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8341   -0.2284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6410   -0.0568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0535    0.6576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6410    1.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8785    0.6576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2910    1.3721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2910   -0.0568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8785   -0.7713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0535   -0.7713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5015   -1.3844    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4306   -1.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2590   -2.1914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1842   -1.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0980   -0.2284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  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
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  6 13  1  0  0  0  0
 13 14  1  0  0  0  0
  4 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 11 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0236048

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COCC1=CC2=C(C)C(O)=C3CCC(=O)C3=C2N1

> <INCHI_IDENTIFIER>
InChI=1S/C14H15NO3/c1-7-10-5-8(6-18-2)15-13(10)12-9(14(7)17)3-4-11(12)16/h5,15,17H,3-4,6H2,1-2H3

> <INCHI_KEY>
STLGFWGQBLQFMY-UHFFFAOYSA-N

> <FORMULA>
C14H15NO3

> <MOLECULAR_WEIGHT>
245.278

> <EXACT_MASS>
245.105193347

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
26.959672376561407

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-2-(methoxymethyl)-4-methyl-1H,6H,7H,8H-cyclopenta[g]indol-8-one

> <JCHEM_LOGP>
1.9409519239999997

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.317848504019498

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.680009767591413

> <JCHEM_PKA_STRONGEST_BASIC>
-4.141008482296352

> <JCHEM_POLAR_SURFACE_AREA>
62.32

> <JCHEM_REFRACTIVITY>
69.27890000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-2-(methoxymethyl)-4-methyl-1H,6H,7H-cyclopenta[g]indol-8-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.271  -5.038   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.062  -4.268   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.062  -2.728   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.396  -1.958   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.557  -0.426   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.063  -0.106   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.833   1.228   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.063   2.561   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.373   1.228   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       6.143   2.561   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       6.143  -0.106   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.373  -1.440   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.833  -1.440   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       2.803  -2.584   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       6.404  -2.584   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.084  -4.091   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       7.811  -1.958   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.650  -0.426   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   14                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   13                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   18                                                  
CONECT   12   11   13   15                                                  
CONECT   13   12    6   14                                                  
CONECT   14   13    4                                                       
CONECT   15   12   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   11                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₄H₁₅NO₃

Average Mass

245.2780 Da

Monoisotopic Mass

245.10519 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COCC1=CC2=C(C)C(O)=C3CCC(=O)C3=C2N1

InChI Identifier

InChI=1S/C14H15NO3/c1-7-10-5-8(6-18-2)15-13(10)12-9(14(7)17)3-4-11(12)16/h5,15,17H,3-4,6H2,1-2H3

InChI Key

STLGFWGQBLQFMY-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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 indanones. Indanones are compounds containing an indane ring bearing a ketone group.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Indanone
Hydroxyindole
Indole
Indole or derivatives
Aryl ketone
Aryl alkyl ketone
Substituted pyrrole
Heteroaromatic compound
Vinylogous amide
Pyrrole
Ketone
Azacycle
Organoheterocyclic compound
Dialkyl ether
Ether
Organic oxide
Organonitrogen compound
Organooxygen compound
Organopnictogen 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

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

8665977

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10490575

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-hydroxy-2-(methoxymethyl)-4-methyl-1h,6h,7h-cyclopenta[g]indol-8-one (NP0236048)

MOL for NP0236048 (5-hydroxy-2-(methoxymethyl)-4-methyl-1h,6h,7h-cyclopenta[g]indol-8-one)

3D MOL for NP0236048 (5-hydroxy-2-(methoxymethyl)-4-methyl-1h,6h,7h-cyclopenta[g]indol-8-one)

3D SDF for NP0236048 (5-hydroxy-2-(methoxymethyl)-4-methyl-1h,6h,7h-cyclopenta[g]indol-8-one)

3D-SDF for NP0236048 (5-hydroxy-2-(methoxymethyl)-4-methyl-1h,6h,7h-cyclopenta[g]indol-8-one)

PDB for NP0236048 (5-hydroxy-2-(methoxymethyl)-4-methyl-1h,6h,7h-cyclopenta[g]indol-8-one)

3D PDB for NP0236048 (5-hydroxy-2-(methoxymethyl)-4-methyl-1h,6h,7h-cyclopenta[g]indol-8-one)

SMILES for NP0236048 (5-hydroxy-2-(methoxymethyl)-4-methyl-1h,6h,7h-cyclopenta[g]indol-8-one)

INCHI for NP0236048 (5-hydroxy-2-(methoxymethyl)-4-methyl-1h,6h,7h-cyclopenta[g]indol-8-one)

Structure for NP0236048 (5-hydroxy-2-(methoxymethyl)-4-methyl-1h,6h,7h-cyclopenta[g]indol-8-one)

3D Structure for NP0236048 (5-hydroxy-2-(methoxymethyl)-4-methyl-1h,6h,7h-cyclopenta[g]indol-8-one)