NP-MRD: Showing NP-Card for 5-hydroxy-7,11-diazatricyclo[7.2.1.0²,⁷]dodeca-2,4-dien-6-one (NP0220985)

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Record Information

Version

2.0

Created at

2022-09-05 22:26:34 UTC

Updated at

2022-09-05 22:26:35 UTC

NP-MRD ID

NP0220985

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-hydroxy-7,11-diazatricyclo[7.2.1.0²,⁷]dodeca-2,4-dien-6-one

Description

5-Hydroxy-7,11-diazatricyclo[7.2.1.0²,⁷]Dodeca-2,4-dien-6-one belongs to the class of organic compounds known as pyridodiazepines. These are heterocyclic compounds containing a pyridine fused to a diazepine ring. Pyridine is 6-membered ring consisting of five carbon atoms and a nitrogen atom. Diazepine is a 7-membered ring consisting of five carbon atoms and two nitrogen centers. 5-hydroxy-7,11-diazatricyclo[7.2.1.0²,⁷]dodeca-2,4-dien-6-one is found in Laburnum anagyroides. 5-Hydroxy-7,11-diazatricyclo[7.2.1.0²,⁷]Dodeca-2,4-dien-6-one is a very strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004171516432D          

 14 16  0  0  0  0            999 V2000
   -2.2250    1.0764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4697    0.7444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3796   -0.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6243   -0.4076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0408    0.0806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7382   -0.3602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2652    0.4367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3551    1.3878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7922    0.6881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5176   -0.0899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5356    1.4824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0494    0.9006    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8046    1.2326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8948    2.0526    0.0000 O   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  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
  5 12  1  0  0  0  0
 12 13  1  0  0  0  0
  2 13  1  0  0  0  0
 13 14  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0220985

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC=C2C3CC(CN3)CN2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H12N2O2/c13-9-2-1-8-7-3-6(4-11-7)5-12(8)10(9)14/h1-2,6-7,11,13H,3-5H2

> <INCHI_KEY>
AFTDVOKQJZAVLI-UHFFFAOYSA-N

> <FORMULA>
C10H12N2O2

> <MOLECULAR_WEIGHT>
192.218

> <EXACT_MASS>
192.089877634

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
19.384920470384408

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-hydroxy-7,11-diazatricyclo[7.2.1.0²,⁷]dodeca-2,4-dien-6-one

> <ALOGPS_LOGP>
0.21

> <JCHEM_LOGP>
-1.6185709226426641

> <ALOGPS_LOGS>
-0.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.026034419768328

> <JCHEM_PKA_STRONGEST_BASIC>
10.159766633907031

> <JCHEM_POLAR_SURFACE_AREA>
52.57

> <JCHEM_REFRACTIVITY>
53.95570000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.02e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-7,11-diazatricyclo[7.2.1.0²,⁷]dodeca-2,4-dien-6-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  O   UNK     0      -4.153   2.009   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.744   1.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.575  -0.141   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.165  -0.761   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.076   0.150   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.378  -0.672   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.362   0.815   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.530   2.591   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.345   1.284   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       2.833  -0.168   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       1.000   2.767   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      -0.092   1.681   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      -1.502   2.301   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.670   3.832   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   13                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   12                                                  
CONECT    6    5    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9    6                                                       
CONECT   11    8   12                                                       
CONECT   12   11    5   13                                                  
CONECT   13   12    2   14                                                  
CONECT   14   13                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   32    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₀H₁₂N₂O₂

Average Mass

192.2180 Da

Monoisotopic Mass

192.08988 Da

IUPAC Name

5-hydroxy-7,11-diazatricyclo[7.2.1.0²,⁷]dodeca-2,4-dien-6-one

Traditional Name

5-hydroxy-7,11-diazatricyclo[7.2.1.0²,⁷]dodeca-2,4-dien-6-one

CAS Registry Number

Not Available

SMILES

OC1=CC=C2C3CC(CN3)CN2C1=O

InChI Identifier

InChI=1S/C10H12N2O2/c13-9-2-1-8-7-3-6(4-11-7)5-12(8)10(9)14/h1-2,6-7,11,13H,3-5H2

InChI Key

AFTDVOKQJZAVLI-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Laburnum anagyroides	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyridodiazepines. These are heterocyclic compounds containing a pyridine fused to a diazepine ring. Pyridine is 6-membered ring consisting of five carbon atoms and a nitrogen atom. Diazepine is a 7-membered ring consisting of five carbon atoms and two nitrogen centers.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridodiazepines

Sub Class

Not Available

Direct Parent

Pyridodiazepines

Alternative Parents

Substituents

Pyrido-para-diazepine
Pyridinone
Hydroxypyridine
Aralkylamine
Pyridine
Pyrrolidine
Heteroaromatic compound
Lactam
Secondary amine
Secondary aliphatic amine
Azacycle
Hydrocarbon derivative
Amine
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

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	0.21	ALOGPS
logP	-1.6	ChemAxon
logS	-0.8	ALOGPS
pKa (Strongest Acidic)	9.03	ChemAxon
pKa (Strongest Basic)	10.16	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	52.57 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	53.96 m³·mol⁻¹	ChemAxon
Polarizability	19.38 Å³	ChemAxon
Number of Rings	3	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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

74426088

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-hydroxy-7,11-diazatricyclo[7.2.1.0²,⁷]dodeca-2,4-dien-6-one (NP0220985)

MOL for NP0220985 (5-hydroxy-7,11-diazatricyclo[7.2.1.0²,⁷]dodeca-2,4-dien-6-one)

3D MOL for NP0220985 (5-hydroxy-7,11-diazatricyclo[7.2.1.0²,⁷]dodeca-2,4-dien-6-one)

3D SDF for NP0220985 (5-hydroxy-7,11-diazatricyclo[7.2.1.0²,⁷]dodeca-2,4-dien-6-one)

3D-SDF for NP0220985 (5-hydroxy-7,11-diazatricyclo[7.2.1.0²,⁷]dodeca-2,4-dien-6-one)

PDB for NP0220985 (5-hydroxy-7,11-diazatricyclo[7.2.1.0²,⁷]dodeca-2,4-dien-6-one)

3D PDB for NP0220985 (5-hydroxy-7,11-diazatricyclo[7.2.1.0²,⁷]dodeca-2,4-dien-6-one)

SMILES for NP0220985 (5-hydroxy-7,11-diazatricyclo[7.2.1.0²,⁷]dodeca-2,4-dien-6-one)

INCHI for NP0220985 (5-hydroxy-7,11-diazatricyclo[7.2.1.0²,⁷]dodeca-2,4-dien-6-one)

Structure for NP0220985 (5-hydroxy-7,11-diazatricyclo[7.2.1.0²,⁷]dodeca-2,4-dien-6-one)

3D Structure for NP0220985 (5-hydroxy-7,11-diazatricyclo[7.2.1.0²,⁷]dodeca-2,4-dien-6-one)