NP-MRD: Showing NP-Card for 1H-Quinazoline-2,4-dione (NP0005428)

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Record Information

Version

2.0

Created at

2020-12-09 02:40:15 UTC

Updated at

2021-07-15 16:51:58 UTC

NP-MRD ID

NP0005428

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1H-Quinazoline-2,4-dione

Provided By

NPAtlas

Description

Benzoyleneurea belongs to the class of organic compounds known as quinazolines. Quinazolines are compounds containing a quinazoline moiety, which is made up of two fused six-member aromatic rings, a benzene ring and a pyrimidine ring. 1H-Quinazoline-2,4-dione is found in Streptomyces. 1H-Quinazoline-2,4-dione was first documented in 2004 (PMID: 15270566). Based on a literature review very few articles have been published on Benzoyleneurea.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118193D          

 18 19  0  0  0  0            999 V2000
    3.4532   -1.3539    0.2670 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3650   -0.7390    0.1597 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3781    0.5975   -0.0037 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2637    1.3227   -0.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2693    2.5861   -0.2799 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0315    0.6883   -0.0835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1635    1.3718   -0.2022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3834    0.7228   -0.1583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4288   -0.6465    0.0082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2297   -1.3183    0.1257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0014   -0.6926    0.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1674   -1.3499    0.1996 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3031    1.0933   -0.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1476    2.4331   -0.3318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3297    1.2387   -0.2492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3918   -1.1763    0.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2777   -2.3877    0.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1223   -2.3901    0.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  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  2  1  0  0  0  0
 11  6  1  0  0  0  0
  3 13  1  0  0  0  0
  7 14  1  0  0  0  0
  8 15  1  0  0  0  0
  9 16  1  0  0  0  0
 10 17  1  0  0  0  0
 12 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0005428

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N1C(=O)N([H])C2=C([H])C([H])=C([H])C([H])=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H6N2O2/c11-7-5-3-1-2-4-6(5)9-8(12)10-7/h1-4H,(H2,9,10,11,12)

> <INCHI_KEY>
SDQJTWBNWQABLE-UHFFFAOYSA-N

> <FORMULA>
C8H6N2O2

> <MOLECULAR_WEIGHT>
162.148

> <EXACT_MASS>
162.042927441

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
15.156274516975403

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,2,3,4-tetrahydroquinazoline-2,4-dione

> <ALOGPS_LOGP>
0.42

> <JCHEM_LOGP>
1.3969475776666664

> <ALOGPS_LOGS>
-2.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.742063800995702

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.662499348666781

> <JCHEM_PKA_STRONGEST_BASIC>
-7.984195067347233

> <JCHEM_POLAR_SURFACE_AREA>
58.2

> <JCHEM_REFRACTIVITY>
43.7761

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.37e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,3-dihydroquinazoline-2,4-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  O   UNK     0       3.453  -1.354   0.267  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.365  -0.739   0.160  0.00  0.00           C+0
HETATM    3  N   UNK     0       2.378   0.598  -0.004  0.00  0.00           N+0
HETATM    4  C   UNK     0       1.264   1.323  -0.125  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.269   2.586  -0.280  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.032   0.688  -0.084  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.163   1.372  -0.202  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.383   0.723  -0.158  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.429  -0.647   0.008  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.230  -1.318   0.126  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.001  -0.693   0.085  0.00  0.00           C+0
HETATM   12  N   UNK     0       1.167  -1.350   0.200  0.00  0.00           N+0
HETATM   13  H   UNK     0       3.303   1.093  -0.038  0.00  0.00           H+0
HETATM   14  H   UNK     0      -1.148   2.433  -0.332  0.00  0.00           H+0
HETATM   15  H   UNK     0      -3.330   1.239  -0.249  0.00  0.00           H+0
HETATM   16  H   UNK     0      -3.392  -1.176   0.045  0.00  0.00           H+0
HETATM   17  H   UNK     0      -1.278  -2.388   0.255  0.00  0.00           H+0
HETATM   18  H   UNK     0       1.122  -2.390   0.326  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4   13                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   11                                                  
CONECT    7    6    8   14                                                  
CONECT    8    7    9   15                                                  
CONECT    9    8   10   16                                                  
CONECT   10    9   11   17                                                  
CONECT   11   10   12    6                                                  
CONECT   12   11    2   18                                                  
CONECT   13    3                                                            
CONECT   14    7                                                            
CONECT   15    8                                                            
CONECT   16    9                                                            
CONECT   17   10                                                            
CONECT   18   12                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Quinazoline-24-diol	HMDB
2,4-Quinazolinedione	HMDB
2,4(1H,3H)-Quinazolinedione	HMDB
2,4(1H,3H)-Quinazolinedione, 2-(11C-labeled)	HMDB

Chemical Formula

C₈H₆N₂O₂

Average Mass

162.1480 Da

Monoisotopic Mass

162.04293 Da

IUPAC Name

1,2,3,4-tetrahydroquinazoline-2,4-dione

Traditional Name

1,3-dihydroquinazoline-2,4-dione

CAS Registry Number

Not Available

SMILES

O=C1NC(=O)C2=CC=CC=C2N1

InChI Identifier

InChI=1S/C8H6N2O2/c11-7-5-3-1-2-4-6(5)9-8(12)10-7/h1-4H,(H2,9,10,11,12)

InChI Key

SDQJTWBNWQABLE-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	15270566

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinazolines. Quinazolines are compounds containing a quinazoline moiety, which is made up of two fused six-member aromatic rings, a benzene ring and a pyrimidine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazanaphthalenes

Sub Class

Benzodiazines

Direct Parent

Quinazolines

Alternative Parents

Not Available

Substituents

Not Available

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	0.42	ALOGPS
logP	1.4	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	9.66	ChemAxon
pKa (Strongest Basic)	-8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.2 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	43.78 m³·mol⁻¹	ChemAxon
Polarizability	15.16 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA001196

HMDB ID

HMDB0249051

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

57631

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

64048

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Maskey RP, Shaaban M, Grun-Wollny I, Laatsch H: Quinazolin-4-one derivatives from Streptomyces isolates. J Nat Prod. 2004 Jul;67(7):1131-4. doi: 10.1021/np0305425. [PubMed:15270566 ]

Showing NP-Card for 1H-Quinazoline-2,4-dione (NP0005428)

MOL for NP0005428 (1H-Quinazoline-2,4-dione)

3D MOL for NP0005428 (1H-Quinazoline-2,4-dione)

3D SDF for NP0005428 (1H-Quinazoline-2,4-dione)

3D-SDF for NP0005428 (1H-Quinazoline-2,4-dione)

PDB for NP0005428 (1H-Quinazoline-2,4-dione)

3D PDB for NP0005428 (1H-Quinazoline-2,4-dione)

SMILES for NP0005428 (1H-Quinazoline-2,4-dione)

INCHI for NP0005428 (1H-Quinazoline-2,4-dione)

Structure for NP0005428 (1H-Quinazoline-2,4-dione)

3D Structure for NP0005428 (1H-Quinazoline-2,4-dione)