NP-MRD: Showing NP-Card for Caerulomycinonitril (NP0010198)

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Record Information

Version

2.0

Created at

2021-01-05 19:48:05 UTC

Updated at

2021-07-15 17:05:25 UTC

NP-MRD ID

NP0010198

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Caerulomycinonitril

Provided By

NPAtlas

Description

Caerulomycinonitrile 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. Caerulomycinonitril is found in Actinoalloteichus and Actinoalloteichus cyanogriseus. Caerulomycinonitril was first documented in 2019 (PMID: 30662307). Based on a literature review very few articles have been published on caerulomycinonitrile.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106563D          

 25 26  0  0  0  0            999 V2000
   -3.2539   -1.7166    0.7777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4282   -0.4029    0.2978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2871    0.3278   -0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3821    1.6188   -0.5312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2453    2.3300   -0.8757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4026    3.6827   -1.3714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5207    4.7702   -1.7508 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0320    1.7612   -0.7463 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1066    0.4926   -0.2808 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4220   -0.1244   -0.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5880    0.5346   -0.4673 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8160   -0.0702   -0.3253 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8336   -1.3600    0.1564 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6762   -2.0345    0.4886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5139   -1.3793    0.3232 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0235   -0.2136    0.0614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2693   -2.0420    1.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5571   -1.7219    1.6397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9229   -2.4196   -0.0260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3463    2.0779   -0.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5103    1.5559   -0.8444 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7010    0.4817   -0.5929 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7795   -1.8435    0.2723 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6964   -3.0650    0.8730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9726   -1.2401    0.4422 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  1  0  0  0  0
  6  7  3  0  0  0  0
  5  8  2  0  0  0  0
  8  9  1  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
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
  9 16  2  0  0  0  0
 16  3  1  0  0  0  0
 15 10  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
  4 20  1  0  0  0  0
 11 21  1  0  0  0  0
 12 22  1  0  0  0  0
 13 23  1  0  0  0  0
 14 24  1  0  0  0  0
 16 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0010198

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=NC(=C([H])C([H])=C1[H])C1=C([H])C(OC([H])([H])[H])=C([H])C(=N1)C#N

> <INCHI_IDENTIFIER>
InChI=1S/C12H9N3O/c1-16-10-6-9(8-13)15-12(7-10)11-4-2-3-5-14-11/h2-7H,1H3

> <INCHI_KEY>
UEBDZDZLEVYUEC-UHFFFAOYSA-N

> <FORMULA>
C12H9N3O

> <MOLECULAR_WEIGHT>
211.224

> <EXACT_MASS>
211.074561922

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
22.16854040480832

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-methoxy-[2,2'-bipyridine]-6-carbonitrile

> <ALOGPS_LOGP>
2.01

> <JCHEM_LOGP>
2.041102223666667

> <ALOGPS_LOGS>
-3.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
2.8449941938810883

> <JCHEM_POLAR_SURFACE_AREA>
58.8

> <JCHEM_REFRACTIVITY>
57.949200000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.43e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-methoxy-[2,2'-bipyridine]-6-carbonitrile

> <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      -3.254  -1.717   0.778  0.00  0.00           C+0
HETATM    2  O   UNK     0      -3.428  -0.403   0.298  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.287   0.328  -0.054  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.382   1.619  -0.531  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.245   2.330  -0.876  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.403   3.683  -1.371  0.00  0.00           C+0
HETATM    7  N   UNK     0      -1.521   4.770  -1.751  0.00  0.00           N+0
HETATM    8  N   UNK     0      -0.032   1.761  -0.746  0.00  0.00           N+0
HETATM    9  C   UNK     0       0.107   0.493  -0.281  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.422  -0.124  -0.140  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.588   0.535  -0.467  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.816  -0.070  -0.325  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.834  -1.360   0.156  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.676  -2.034   0.489  0.00  0.00           C+0
HETATM   15  N   UNK     0       1.514  -1.379   0.323  0.00  0.00           N+0
HETATM   16  C   UNK     0      -1.024  -0.214   0.061  0.00  0.00           C+0
HETATM   17  H   UNK     0      -4.269  -2.042   1.149  0.00  0.00           H+0
HETATM   18  H   UNK     0      -2.557  -1.722   1.640  0.00  0.00           H+0
HETATM   19  H   UNK     0      -2.923  -2.420  -0.026  0.00  0.00           H+0
HETATM   20  H   UNK     0      -3.346   2.078  -0.637  0.00  0.00           H+0
HETATM   21  H   UNK     0       2.510   1.556  -0.844  0.00  0.00           H+0
HETATM   22  H   UNK     0       4.701   0.482  -0.593  0.00  0.00           H+0
HETATM   23  H   UNK     0       4.779  -1.843   0.272  0.00  0.00           H+0
HETATM   24  H   UNK     0       2.696  -3.065   0.873  0.00  0.00           H+0
HETATM   25  H   UNK     0      -0.973  -1.240   0.442  0.00  0.00           H+0
CONECT    1    2   17   18   19                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   16                                                  
CONECT    4    3    5   20                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    5    9                                                       
CONECT    9    8   10   16                                                  
CONECT   10    9   11   15                                                  
CONECT   11   10   12   21                                                  
CONECT   12   11   13   22                                                  
CONECT   13   12   14   23                                                  
CONECT   14   13   15   24                                                  
CONECT   15   14   10                                                       
CONECT   16    9    3   25                                                  
CONECT   17    1                                                            
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    4                                                            
CONECT   21   11                                                            
CONECT   22   12                                                            
CONECT   23   13                                                            
CONECT   24   14                                                            
CONECT   25   16                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₂H₉N₃O

Average Mass

211.2240 Da

Monoisotopic Mass

211.07456 Da

IUPAC Name

4-methoxy-[2,2'-bipyridine]-6-carbonitrile

Traditional Name

4-methoxy-[2,2'-bipyridine]-6-carbonitrile

CAS Registry Number

Not Available

SMILES

COC1=CC(=NC(=C1)C#N)C1=CC=CC=N1

InChI Identifier

InChI=1S/C12H9N3O/c1-16-10-6-9(8-13)15-12(7-10)11-4-2-3-5-14-11/h2-7H,1H3

InChI Key

UEBDZDZLEVYUEC-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
Actinoalloteichus	NPAtlas	21770434
Actinoalloteichus cyanogriseus	LOTUS Database	35616633

Chemical Taxonomy

Classification

Not classified

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	2.01	ALOGPS
logP	2.04	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Basic)	2.84	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	58.8 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	57.95 m³·mol⁻¹	ChemAxon
Polarizability	22.17 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

NPA019561

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

26617920

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

69234

Good Scents ID

Not Available

References

General References

Lahoum A, Sabaou N, Bijani C, Bouras N, Pont F, Snini SP, Mathieu F: Antimicrobial activities of novel bipyridine compounds produced by a new strain of Saccharothrix isolated from Saharan soil. Saudi Pharm J. 2019 Jan;27(1):56-65. doi: 10.1016/j.jsps.2018.07.019. Epub 2018 Jul 20. [PubMed:30662307 ]

Showing NP-Card for Caerulomycinonitril (NP0010198)

MOL for NP0010198 (Caerulomycinonitril)

3D MOL for NP0010198 (Caerulomycinonitril)

3D SDF for NP0010198 (Caerulomycinonitril)

3D-SDF for NP0010198 (Caerulomycinonitril)

PDB for NP0010198 (Caerulomycinonitril)

3D PDB for NP0010198 (Caerulomycinonitril)

SMILES for NP0010198 (Caerulomycinonitril)

INCHI for NP0010198 (Caerulomycinonitril)

Structure for NP0010198 (Caerulomycinonitril)

3D Structure for NP0010198 (Caerulomycinonitril)