NP-MRD: Showing NP-Card for Mansouramycin A (NP0008870)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2020-12-09 06:21:45 UTC

Updated at

2021-07-15 17:01:39 UTC

NP-MRD ID

NP0008870

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Mansouramycin A

Provided By

NPAtlas

Description

Mansouramycin A is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Mansouramycin A is found in Streptomyces. Mansouramycin A was first documented in 2009 (PMID: 19921834). Based on a literature review very few articles have been published on Mansouramycin A (PMID: 30816348).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106313D          

 28 29  0  0  0  0            999 V2000
   -4.5512    0.3298   -0.3236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6547    0.1094    0.7912 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2459    0.2026    0.6392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5586    1.0909    1.3291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1039    1.1791    1.1649 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5903    2.0017    1.7941 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5412    0.2683    0.2309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1682   -0.6649   -0.4960 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4677   -1.5107   -1.3695 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8009   -1.4144   -1.5060 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5178   -0.5274   -0.8222 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9867   -0.4418   -0.9912 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9209    0.3538    0.0768 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7387    1.3267    0.8215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6136   -0.7075   -0.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2589   -1.5666   -0.9625 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0031    0.4849   -1.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1238    1.2623   -0.1024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2444   -0.5451   -0.4376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0821   -0.1214    1.7147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0481    1.7539    2.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1251   -2.2388   -1.9301 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3150   -1.2260   -1.7028 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3254    0.5440   -1.3545 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4786   -0.6836   -0.0109 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5272    2.3854    0.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7536    1.1479    1.9216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8173    1.1849    0.5167 H   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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  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
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15  3  1  0  0  0  0
 13  7  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  2 20  1  0  0  0  0
  4 21  1  0  0  0  0
  9 22  1  0  0  0  0
 12 23  1  0  0  0  0
 12 24  1  0  0  0  0
 12 25  1  0  0  0  0
 14 26  1  0  0  0  0
 14 27  1  0  0  0  0
 14 28  1  0  0  0  0
M  END


  Mrv1652306242106313D          

 28 29  0  0  0  0            999 V2000
   -4.5512    0.3298   -0.3236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6547    0.1094    0.7912 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2459    0.2026    0.6392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5586    1.0909    1.3291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1039    1.1791    1.1649 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5903    2.0017    1.7941 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5412    0.2683    0.2309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1682   -0.6649   -0.4960 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4677   -1.5107   -1.3695 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8009   -1.4144   -1.5060 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5178   -0.5274   -0.8222 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9867   -0.4418   -0.9912 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9209    0.3538    0.0768 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7387    1.3267    0.8215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6136   -0.7075   -0.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2589   -1.5666   -0.9625 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0031    0.4849   -1.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1238    1.2623   -0.1024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2444   -0.5451   -0.4376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0821   -0.1214    1.7147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0481    1.7539    2.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1251   -2.2388   -1.9301 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3150   -1.2260   -1.7028 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3254    0.5440   -1.3545 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4786   -0.6836   -0.0109 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5272    2.3854    0.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7536    1.1479    1.9216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8173    1.1849    0.5167 H   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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  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
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15  3  1  0  0  0  0
 13  7  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  2 20  1  0  0  0  0
  4 21  1  0  0  0  0
  9 22  1  0  0  0  0
 12 23  1  0  0  0  0
 12 24  1  0  0  0  0
 12 25  1  0  0  0  0
 14 26  1  0  0  0  0
 14 27  1  0  0  0  0
 14 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0008870

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N(C1=C([H])C(=O)C2=C(C([H])=NC(=C2C([H])([H])[H])C([H])([H])[H])C1=O)C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C12H12N2O2/c1-6-7(2)14-5-8-11(6)10(15)4-9(13-3)12(8)16/h4-5,13H,1-3H3

> <INCHI_KEY>
SDLNCVBYFYLESJ-UHFFFAOYSA-N

> <FORMULA>
C12H12N2O2

> <MOLECULAR_WEIGHT>
216.24

> <EXACT_MASS>
216.089877634

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
22.735442080931836

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,4-dimethyl-7-(methylamino)-5,8-dihydroisoquinoline-5,8-dione

> <ALOGPS_LOGP>
0.93

> <JCHEM_LOGP>
0.19817888333333328

> <ALOGPS_LOGS>
-2.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.125834729898923

> <JCHEM_PKA_STRONGEST_BASIC>
1.6703083682533002

> <JCHEM_POLAR_SURFACE_AREA>
59.06

> <JCHEM_REFRACTIVITY>
62.05850000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.09e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
mansouramycin A

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -4.551   0.330  -0.324  0.00  0.00           C+0
HETATM    2  N   UNK     0      -3.655   0.109   0.791  0.00  0.00           N+0
HETATM    3  C   UNK     0      -2.246   0.203   0.639  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.559   1.091   1.329  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.104   1.179   1.165  0.00  0.00           C+0
HETATM    6  O   UNK     0       0.590   2.002   1.794  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.541   0.268   0.231  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.168  -0.665  -0.496  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.468  -1.511  -1.369  0.00  0.00           C+0
HETATM   10  N   UNK     0       1.801  -1.414  -1.506  0.00  0.00           N+0
HETATM   11  C   UNK     0       2.518  -0.527  -0.822  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.987  -0.442  -0.991  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.921   0.354   0.077  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.739   1.327   0.822  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.614  -0.708  -0.292  0.00  0.00           C+0
HETATM   16  O   UNK     0      -2.259  -1.567  -0.963  0.00  0.00           O+0
HETATM   17  H   UNK     0      -4.003   0.485  -1.271  0.00  0.00           H+0
HETATM   18  H   UNK     0      -5.124   1.262  -0.102  0.00  0.00           H+0
HETATM   19  H   UNK     0      -5.244  -0.545  -0.438  0.00  0.00           H+0
HETATM   20  H   UNK     0      -4.082  -0.121   1.715  0.00  0.00           H+0
HETATM   21  H   UNK     0      -2.048   1.754   2.012  0.00  0.00           H+0
HETATM   22  H   UNK     0      -0.125  -2.239  -1.930  0.00  0.00           H+0
HETATM   23  H   UNK     0       4.315  -1.226  -1.703  0.00  0.00           H+0
HETATM   24  H   UNK     0       4.325   0.544  -1.355  0.00  0.00           H+0
HETATM   25  H   UNK     0       4.479  -0.684  -0.011  0.00  0.00           H+0
HETATM   26  H   UNK     0       2.527   2.385   0.559  0.00  0.00           H+0
HETATM   27  H   UNK     0       2.754   1.148   1.922  0.00  0.00           H+0
HETATM   28  H   UNK     0       3.817   1.185   0.517  0.00  0.00           H+0
CONECT    1    2   17   18   19                                             
CONECT    2    1    3   20                                                  
CONECT    3    2    4   15                                                  
CONECT    4    3    5   21                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   13                                                  
CONECT    8    7    9   15                                                  
CONECT    9    8   10   22                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11   23   24   25                                             
CONECT   13   11   14    7                                                  
CONECT   14   13   26   27   28                                             
CONECT   15    8   16    3                                                  
CONECT   16   15                                                            
CONECT   17    1                                                            
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    2                                                            
CONECT   21    4                                                            
CONECT   22    9                                                            
CONECT   23   12                                                            
CONECT   24   12                                                            
CONECT   25   12                                                            
CONECT   26   14                                                            
CONECT   27   14                                                            
CONECT   28   14                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   58    0
END

View in JSmol View NMR Assignments

Synonyms

Value	Source
7-Methylamino-3,4-dimethylisoquinoline-5,8-dione	ChEBI

Chemical Formula

C₁₂H₁₂N₂O₂

Average Mass

216.2400 Da

Monoisotopic Mass

216.08988 Da

IUPAC Name

3,4-dimethyl-7-(methylamino)-5,8-dihydroisoquinoline-5,8-dione

Traditional Name

mansouramycin A

CAS Registry Number

Not Available

SMILES

CNC1=CC(=O)C2=C(C)C(C)=NC=C2C1=O

InChI Identifier

InChI=1S/C12H12N2O2/c1-6-7(2)14-5-8-11(6)10(15)4-9(13-3)12(8)16/h4-5,13H,1-3H3

InChI Key

SDLNCVBYFYLESJ-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
Streptomyces	NPAtlas	19921834

Species Where Detected

Species Name	Source	Reference
Streptomyces sp. Mei37	KNApSAcK Database	22123792

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as isoquinoline quinones. These are isoquinoline derivative with a structure containing a 5,8-dihydroisoquinoline-5,8-dione skeleton.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoquinolines and derivatives

Sub Class

Isoquinoline quinones

Direct Parent

Isoquinoline quinones

Alternative Parents

Substituents

Isoquinoline quinone
Aryl ketone
Methylpyridine
Pyridine
Heteroaromatic compound
Vinylogous amide
Ketone
Azacycle
Enamine
Secondary aliphatic amine
Organic oxide
Hydrocarbon derivative
Amine
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organic oxygen 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	0.93	ALOGPS
logP	0.2	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	13.13	ChemAxon
pKa (Strongest Basic)	1.67	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	59.06 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	62.06 m³·mol⁻¹	ChemAxon
Polarizability	22.74 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

NPAtlas ID

NPA012734

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00047986

Chemspider ID

24659745

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44614384

PDB ID

Not Available

ChEBI ID

177359

Good Scents ID

Not Available

References

General References

Hawas UW, Shaaban M, Shaaban KA, Speitling M, Maier A, Kelter G, Fiebig HH, Meiners M, Helmke E, Laatsch H: Mansouramycins A-D, cytotoxic isoquinolinequinones from a marine streptomycete. J Nat Prod. 2009 Dec;72(12):2120-4. doi: 10.1021/np900160g. [PubMed:19921834 ]
Huang C, Yang C, Zhang W, Zhu Y, Ma L, Fang Z, Zhang C: Albumycin, a new isoindolequinone from Streptomyces albus J1074 harboring the fluostatin biosynthetic gene cluster. J Antibiot (Tokyo). 2019 May;72(5):311-315. doi: 10.1038/s41429-019-0161-4. Epub 2019 Feb 28. [PubMed:30816348 ]

Showing NP-Card for Mansouramycin A (NP0008870)

MOL for NP0008870 (Mansouramycin A)

3D MOL for NP0008870 (Mansouramycin A)

3D SDF for NP0008870 (Mansouramycin A)

3D-SDF for NP0008870 (Mansouramycin A)

PDB for NP0008870 (Mansouramycin A)

3D PDB for NP0008870 (Mansouramycin A)

SMILES for NP0008870 (Mansouramycin A)

INCHI for NP0008870 (Mansouramycin A)

Structure for NP0008870 (Mansouramycin A)

3D Structure for NP0008870 (Mansouramycin A)