NP-MRD: Showing NP-Card for Neopyrrolomycin C (NP0008268)

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Record Information

Version

2.0

Created at

2020-12-09 05:54:12 UTC

Updated at

2021-07-15 16:59:55 UTC

NP-MRD ID

NP0008268

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Neopyrrolomycin C

Provided By

NPAtlas

Description

Neopyrrolomycin C is found in Streptomyces sp. Based on a literature review very few articles have been published on neopyrrolomycin C.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106083D          

 21 22  0  0  0  0            999 V2000
    0.3469   -1.6987   -1.4752 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0910   -0.8222   -0.7345 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4753   -0.8259   -0.8265 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2377    0.0517   -0.0860 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0008    0.0253   -0.2227 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.6025    0.9300    0.7447 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2185    0.9303    0.8337 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4380    2.0620    1.9016 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.4467    0.0597    0.1000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9674    0.0305    0.1644 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7745   -0.8304    0.8076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0965   -0.5022    0.6123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5147   -1.3493    1.2644 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.1063    0.6115   -0.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4936    1.4931   -0.7787 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7963    0.9250   -0.4530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2231    2.2632   -1.4321 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.6394   -1.7829   -1.4877 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9935   -1.5111   -1.4761 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2201    1.6185    1.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4589   -1.6782    1.4071 H   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
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
  9  2  1  0  0  0  0
 16 10  1  0  0  0  0
  1 18  1  0  0  0  0
  3 19  1  0  0  0  0
  6 20  1  0  0  0  0
 11 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0008268

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(Cl)=C([H])C(Cl)=C1N1C([H])=C(Cl)C(Cl)=C1Cl

> <INCHI_IDENTIFIER>
InChI=1S/C10H4Cl5NO/c11-4-1-5(12)9(7(17)2-4)16-3-6(13)8(14)10(16)15/h1-3,17H

> <INCHI_KEY>
ZSUVDKFLDHDMOZ-UHFFFAOYSA-N

> <FORMULA>
C10H4Cl5NO

> <MOLECULAR_WEIGHT>
331.4

> <EXACT_MASS>
328.8735523

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
28.360068471645555

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,5-dichloro-2-(2,3,4-trichloro-1H-pyrrol-1-yl)phenol

> <ALOGPS_LOGP>
5.76

> <JCHEM_LOGP>
5.366433158666666

> <ALOGPS_LOGS>
-4.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.252698873582556

> <JCHEM_PKA_STRONGEST_BASIC>
-6.798635693167854

> <JCHEM_POLAR_SURFACE_AREA>
25.16

> <JCHEM_REFRACTIVITY>
81.8164

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.16e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,5-dichloro-2-(2,3,4-trichloropyrrol-1-yl)phenol

> <JCHEM_VEBER_RULE>
1

$$$$

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  O   UNK     0       0.347  -1.699  -1.475  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.091  -0.822  -0.735  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.475  -0.826  -0.827  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.238   0.052  -0.086  0.00  0.00           C+0
HETATM    5 Cl   UNK     0       5.001   0.025  -0.223  0.00  0.00          Cl+0
HETATM    6  C   UNK     0       2.603   0.930   0.745  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.218   0.930   0.834  0.00  0.00           C+0
HETATM    8 Cl   UNK     0       0.438   2.062   1.902  0.00  0.00          Cl+0
HETATM    9  C   UNK     0       0.447   0.060   0.100  0.00  0.00           C+0
HETATM   10  N   UNK     0      -0.967   0.031   0.164  0.00  0.00           N+0
HETATM   11  C   UNK     0      -1.775  -0.830   0.808  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.096  -0.502   0.612  0.00  0.00           C+0
HETATM   13 Cl   UNK     0      -4.515  -1.349   1.264  0.00  0.00          Cl+0
HETATM   14  C   UNK     0      -3.106   0.612  -0.188  0.00  0.00           C+0
HETATM   15 Cl   UNK     0      -4.494   1.493  -0.779  0.00  0.00          Cl+0
HETATM   16  C   UNK     0      -1.796   0.925  -0.453  0.00  0.00           C+0
HETATM   17 Cl   UNK     0      -1.223   2.263  -1.432  0.00  0.00          Cl+0
HETATM   18  H   UNK     0      -0.639  -1.783  -1.488  0.00  0.00           H+0
HETATM   19  H   UNK     0       2.994  -1.511  -1.476  0.00  0.00           H+0
HETATM   20  H   UNK     0       3.220   1.619   1.324  0.00  0.00           H+0
HETATM   21  H   UNK     0      -1.459  -1.678   1.407  0.00  0.00           H+0
CONECT    1    2   18                                                       
CONECT    2    1    3    9                                                  
CONECT    3    2    4   19                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   20                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10    2                                                  
CONECT   10    9   11   16                                                  
CONECT   11   10   12   21                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   10                                                  
CONECT   17   16                                                            
CONECT   18    1                                                            
CONECT   19    3                                                            
CONECT   20    6                                                            
CONECT   21   11                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₀H₄Cl₅NO

Average Mass

331.4000 Da

Monoisotopic Mass

328.87355 Da

IUPAC Name

3,5-dichloro-2-(2,3,4-trichloro-1H-pyrrol-1-yl)phenol

Traditional Name

3,5-dichloro-2-(2,3,4-trichloropyrrol-1-yl)phenol

CAS Registry Number

Not Available

SMILES

OC1=CC(Cl)=CC(Cl)=C1N1C=C(Cl)C(Cl)=C1Cl

InChI Identifier

InChI=1S/C10H4Cl5NO/c11-4-1-5(12)9(7(17)2-4)16-3-6(13)8(14)10(16)15/h1-3,17H

InChI Key

ZSUVDKFLDHDMOZ-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 sp.	NPAtlas	19191549

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as phenylpyrroles. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrrole ring through a CC or CN bond.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrroles

Sub Class

Substituted pyrroles

Direct Parent

Phenylpyrroles

Alternative Parents

Substituents

1-phenylpyrrole
1,3-dichlorobenzene
3-halophenol
3-chlorophenol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Chlorobenzene
Phenol
Halobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Azacycle
Organochloride
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Organic nitrogen compound
Organohalogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	5.76	ALOGPS
logP	5.37	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	8.25	ChemAxon
pKa (Strongest Basic)	-6.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	25.16 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	81.82 m³·mol⁻¹	ChemAxon
Polarizability	28.36 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA018520

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00047315

Chemspider ID

24620331

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25243604

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Neopyrrolomycin C (NP0008268)

MOL for NP0008268 (Neopyrrolomycin C)

3D MOL for NP0008268 (Neopyrrolomycin C)

3D SDF for NP0008268 (Neopyrrolomycin C)

3D-SDF for NP0008268 (Neopyrrolomycin C)

PDB for NP0008268 (Neopyrrolomycin C)

3D PDB for NP0008268 (Neopyrrolomycin C)

SMILES for NP0008268 (Neopyrrolomycin C)

INCHI for NP0008268 (Neopyrrolomycin C)

Structure for NP0008268 (Neopyrrolomycin C)

3D Structure for NP0008268 (Neopyrrolomycin C)