NP-MRD: Showing NP-Card for Neopyrrolomycin B (NP0008267)

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Record Information

Version

2.0

Created at

2020-12-09 05:54:09 UTC

Updated at

2021-07-15 16:59:55 UTC

NP-MRD ID

NP0008267

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Neopyrrolomycin B

Provided By

NPAtlas

Description

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

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106083D          

 21 22  0  0  0  0            999 V2000
    0.5231   -2.3560    0.2286 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1831   -1.1350    0.2108 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5433   -1.0757    0.3296 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1761    0.1395    0.3098 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9163    0.2352    0.4606 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.4336    1.2905    0.1699 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1996    2.8660    0.1392 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.0534    1.2577    0.0476 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1440    2.7422   -0.1284 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.4449    0.0090    0.0718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9811    0.0150   -0.0572 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8667   -0.4270    0.8540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1391   -0.2412    0.3376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6022   -0.6797    1.1941 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.0244    0.3257   -0.9141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3700    0.7440   -1.9533 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.6702    0.4730   -1.1316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9647    1.1472   -2.5738 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.4703   -2.4566    0.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0826   -2.0210    0.4381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6113   -0.8526    1.8212 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
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  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
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 17 18  1  0  0  0  0
 10  2  1  0  0  0  0
 17 11  1  0  0  0  0
  1 19  1  0  0  0  0
  3 20  1  0  0  0  0
 12 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0008267

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H3Cl6NO/c11-3-1-5(18)9(8(15)6(3)13)17-2-4(12)7(14)10(17)16/h1-2,18H

> <INCHI_KEY>
NTKHEOJBPXFULD-UHFFFAOYSA-N

> <FORMULA>
C10H3Cl6NO

> <MOLECULAR_WEIGHT>
365.84

> <EXACT_MASS>
362.8345799

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
30.44154713882749

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
6.12

> <JCHEM_LOGP>
5.9704778350000005

> <ALOGPS_LOGS>
-5.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.931122574365455

> <JCHEM_PKA_STRONGEST_BASIC>
-7.0884536306671615

> <JCHEM_POLAR_SURFACE_AREA>
25.16

> <JCHEM_REFRACTIVITY>
86.6212

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.65e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4,5-trichloro-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       0.523  -2.356   0.229  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.183  -1.135   0.211  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.543  -1.076   0.330  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.176   0.140   0.310  0.00  0.00           C+0
HETATM    5 Cl   UNK     0       4.916   0.235   0.461  0.00  0.00          Cl+0
HETATM    6  C   UNK     0       2.434   1.291   0.170  0.00  0.00           C+0
HETATM    7 Cl   UNK     0       3.200   2.866   0.139  0.00  0.00          Cl+0
HETATM    8  C   UNK     0       1.053   1.258   0.048  0.00  0.00           C+0
HETATM    9 Cl   UNK     0       0.144   2.742  -0.128  0.00  0.00          Cl+0
HETATM   10  C   UNK     0       0.445   0.009   0.072  0.00  0.00           C+0
HETATM   11  N   UNK     0      -0.981   0.015  -0.057  0.00  0.00           N+0
HETATM   12  C   UNK     0      -1.867  -0.427   0.854  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.139  -0.241   0.338  0.00  0.00           C+0
HETATM   14 Cl   UNK     0      -4.602  -0.680   1.194  0.00  0.00          Cl+0
HETATM   15  C   UNK     0      -3.024   0.326  -0.914  0.00  0.00           C+0
HETATM   16 Cl   UNK     0      -4.370   0.744  -1.953  0.00  0.00          Cl+0
HETATM   17  C   UNK     0      -1.670   0.473  -1.132  0.00  0.00           C+0
HETATM   18 Cl   UNK     0      -0.965   1.147  -2.574  0.00  0.00          Cl+0
HETATM   19  H   UNK     0      -0.470  -2.457   0.145  0.00  0.00           H+0
HETATM   20  H   UNK     0       3.083  -2.021   0.438  0.00  0.00           H+0
HETATM   21  H   UNK     0      -1.611  -0.853   1.821  0.00  0.00           H+0
CONECT    1    2   19                                                       
CONECT    2    1    3   10                                                  
CONECT    3    2    4   20                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11    2                                                  
CONECT   11   10   12   17                                                  
CONECT   12   11   13   21                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   11                                                  
CONECT   18   17                                                            
CONECT   19    1                                                            
CONECT   20    3                                                            
CONECT   21   12                                                            
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

C₁₀H₃Cl₆NO

Average Mass

365.8400 Da

Monoisotopic Mass

362.83458 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C10H3Cl6NO/c11-3-1-5(18)9(8(15)6(3)13)17-2-4(12)7(14)10(17)16/h1-2,18H

InChI Key

NTKHEOJBPXFULD-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

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	6.12	ALOGPS
logP	5.97	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	7.93	ChemAxon
pKa (Strongest Basic)	-7.1	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	86.62 m³·mol⁻¹	ChemAxon
Polarizability	30.44 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA010299

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00047314

Chemspider ID

24627596

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25227595

PDB ID

Not Available

ChEBI ID

66615

Good Scents ID

Not Available

References

General References

Showing NP-Card for Neopyrrolomycin B (NP0008267)

MOL for NP0008267 (Neopyrrolomycin B)

3D MOL for NP0008267 (Neopyrrolomycin B)

3D SDF for NP0008267 (Neopyrrolomycin B)

3D-SDF for NP0008267 (Neopyrrolomycin B)

PDB for NP0008267 (Neopyrrolomycin B)

3D PDB for NP0008267 (Neopyrrolomycin B)

SMILES for NP0008267 (Neopyrrolomycin B)

INCHI for NP0008267 (Neopyrrolomycin B)

Structure for NP0008267 (Neopyrrolomycin B)

3D Structure for NP0008267 (Neopyrrolomycin B)