NP-MRD: Showing NP-Card for ACNQ (NP0019951)

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Record Information

Version

1.0

Created at

2021-01-06 05:27:55 UTC

Updated at

2021-08-19 23:59:58 UTC

NP-MRD ID

NP0019951

Secondary Accession Numbers

None

Natural Product Identification

Common Name

ACNQ

Provided By

NPAtlas

Description

Quinoclamine is also known as CANQ. ACNQ is found in Shewanella and Shewanella oneidensis. It was first documented in 2019 (PMID: 31232690). Based on a literature review very few articles have been published on Quinoclamine.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242120253D          

 20 21  0  0  0  0            999 V2000
   -3.3593   -0.6230   -0.7739 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0641   -0.2202   -0.3622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9509    0.8621    0.3982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3868    1.7481    0.8635 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.6386    1.3337    0.8592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5260    2.3606    1.5812 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5845    0.6301    0.4981 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8230    1.0632    0.9249 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9696    0.3634    0.5586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8857   -0.7699   -0.2340 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6231   -1.1552   -0.6302 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4716   -0.4947   -0.2916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8523   -0.9351   -0.7323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9758   -1.9574   -1.4521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5615   -0.7386   -1.7906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1483   -0.8181   -0.1171 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8572    1.9387    1.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9287    0.7481    0.9232 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7888   -1.2994   -0.5076 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5313   -2.0364   -1.2492 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
  3  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  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13  2  1  0  0  0  0
 12  7  1  0  0  0  0
  1 15  1  0  0  0  0
  1 16  1  0  0  0  0
  8 17  1  0  0  0  0
  9 18  1  0  0  0  0
 10 19  1  0  0  0  0
 11 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0019951

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N([H])C1=C(Cl)C(=O)C2=C([H])C([H])=C([H])C([H])=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H6ClNO2/c11-7-8(12)10(14)6-4-2-1-3-5(6)9(7)13/h1-4H,12H2

> <INCHI_KEY>
OBLNWSCLAYSJJR-UHFFFAOYSA-N

> <FORMULA>
C10H6ClNO2

> <MOLECULAR_WEIGHT>
207.61

> <EXACT_MASS>
207.0087061

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
19.396534997051518

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-amino-3-chloro-1,4-dihydronaphthalene-1,4-dione

> <ALOGPS_LOGP>
1.85

> <JCHEM_LOGP>
0.727431675

> <ALOGPS_LOGS>
-2.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.45253678311133

> <JCHEM_PKA_STRONGEST_BASIC>
-7.706612906680867

> <JCHEM_POLAR_SURFACE_AREA>
60.160000000000004

> <JCHEM_REFRACTIVITY>
54.59940000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.74e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-3-chloronaphthalene-1,4-dione

> <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  N   UNK     0      -3.359  -0.623  -0.774  0.00  0.00           N+0
HETATM    2  C   UNK     0      -2.064  -0.220  -0.362  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.951   0.862   0.398  0.00  0.00           C+0
HETATM    4 Cl   UNK     0      -3.387   1.748   0.864  0.00  0.00          Cl+0
HETATM    5  C   UNK     0      -0.639   1.334   0.859  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.526   2.361   1.581  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.585   0.630   0.498  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.823   1.063   0.925  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.970   0.363   0.559  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.886  -0.770  -0.234  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.623  -1.155  -0.630  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.472  -0.495  -0.292  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.852  -0.935  -0.732  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.976  -1.957  -1.452  0.00  0.00           O+0
HETATM   15  H   UNK     0      -3.562  -0.739  -1.791  0.00  0.00           H+0
HETATM   16  H   UNK     0      -4.148  -0.818  -0.117  0.00  0.00           H+0
HETATM   17  H   UNK     0       1.857   1.939   1.534  0.00  0.00           H+0
HETATM   18  H   UNK     0       3.929   0.748   0.923  0.00  0.00           H+0
HETATM   19  H   UNK     0       3.789  -1.299  -0.508  0.00  0.00           H+0
HETATM   20  H   UNK     0       1.531  -2.036  -1.249  0.00  0.00           H+0
CONECT    1    2   15   16                                                  
CONECT    2    1    3   13                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   12                                                  
CONECT    8    7    9   17                                                  
CONECT    9    8   10   18                                                  
CONECT   10    9   11   19                                                  
CONECT   11   10   12   20                                                  
CONECT   12   11   13    7                                                  
CONECT   13   12   14    2                                                  
CONECT   14   13                                                            
CONECT   15    1                                                            
CONECT   16    1                                                            
CONECT   17    8                                                            
CONECT   18    9                                                            
CONECT   19   10                                                            
CONECT   20   11                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

View in JSmol View NMR Assignments

Synonyms

Value	Source
2-Chloro-3-amino-1,4-naphthoquinone	MeSH
CANQ	MeSH

Chemical Formula

C₁₀H₆ClNO₂

Average Mass

207.6100 Da

Monoisotopic Mass

207.00871 Da

IUPAC Name

2-amino-3-chloro-1,4-dihydronaphthalene-1,4-dione

Traditional Name

2-amino-3-chloronaphthalene-1,4-dione

CAS Registry Number

Not Available

SMILES

NC1=C(Cl)C(=O)C2=CC=CC=C2C1=O

InChI Identifier

InChI=1S/C10H6ClNO2/c11-7-8(12)10(14)6-4-2-1-3-5(6)9(7)13/h1-4H,12H2

InChI Key

OBLNWSCLAYSJJR-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
Shewanella	NPAtlas	31232690
Shewanella oneidensis	LOTUS Database	35616633

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as naphthoquinones. These are compounds containing a naphthohydroquinone moiety, which consists of a benzene ring linearly fused to a bezene-1,4-dione (quinone).

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Naphthoquinone
Quinone
Aryl ketone
Alpha-haloketone
Alpha-chloroketone
Vinylogous amide
Vinylogous halide
Ketone
Enamine
Vinyl chloride
Chloroalkene
Haloalkene
Vinyl halide
Amine
Hydrocarbon derivative
Organic oxide
Primary amine
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Organopnictogen compound
Primary aliphatic amine
Organic oxygen compound
Organic nitrogen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

naphthoquinone (CHEBI:81849 )
Pesticides (C18584 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	199.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Boiling Point	310.23 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	6300 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.120	The Good Scents Company Information System

Predicted Properties

Property	Value	Source
logP	1.85	ALOGPS
logP	0.73	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	19.45	ChemAxon
pKa (Strongest Basic)	-7.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	60.16 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	54.6 m³·mol⁻¹	ChemAxon
Polarizability	19.4 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

NPA029018

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

16770

KEGG Compound ID

C18584

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

17748

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

rw1169821

References

General References

Mevers E, Su L, Pishchany G, Baruch M, Cornejo J, Hobert E, Dimise E, Ajo-Franklin CM, Clardy J: An elusive electron shuttle from a facultative anaerobe. Elife. 2019 Jun 24;8. pii: 48054. doi: 10.7554/eLife.48054. [PubMed:31232690 ]

Showing NP-Card for ACNQ (NP0019951)

MOL for NP0019951 (ACNQ)

3D MOL for NP0019951 (ACNQ)

3D SDF for NP0019951 (ACNQ)

3D-SDF for NP0019951 (ACNQ)

PDB for NP0019951 (ACNQ)

3D PDB for NP0019951 (ACNQ)

SMILES for NP0019951 (ACNQ)

INCHI for NP0019951 (ACNQ)

Structure for NP0019951 (ACNQ)

3D Structure for NP0019951 (ACNQ)