NP-MRD: Showing NP-Card for 1,10-dimethyl-10-azatricyclo[7.2.1.0²,⁷]dodeca-2,4,6-trien-4-ol (NP0236634)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 19:35:12 UTC

Updated at

2022-09-06 19:35:12 UTC

NP-MRD ID

NP0236634

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1,10-dimethyl-10-azatricyclo[7.2.1.0²,⁷]dodeca-2,4,6-trien-4-ol

Description

1,10-Dimethyl-10-azatricyclo[7.2.1.0²,⁷]Dodeca-2(7),3,5-trien-4-ol belongs to the class of organic compounds known as benzazepines. These are organic compounds containing a benzene ring fused to an azepine ring (unsaturated seven-membered heterocycle with one nitrogen atom replacing a carbon atom). 1,10-dimethyl-10-azatricyclo[7.2.1.0²,⁷]dodeca-2,4,6-trien-4-ol is found in Aphanizomenon flos-aquae. 1,10-Dimethyl-10-azatricyclo[7.2.1.0²,⁷]Dodeca-2(7),3,5-trien-4-ol is a very strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004241508282D          

 15 17  0  0  0  0            999 V2000
    5.6041    0.7808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7827    0.8580    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4959    1.6316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7123    1.8897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6049    2.7076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8172    0.9400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3567    0.1515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5387    0.0440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9447    0.6166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1948    0.2728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5221    0.7504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5993    1.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9266    2.0493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3493    1.9155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0220    1.4379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  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
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
  4 15  1  0  0  0  0
  9 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0236634

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1CC2(C)CC1CC1=CC=C(O)C=C21

> <INCHI_IDENTIFIER>
InChI=1S/C13H17NO/c1-13-7-10(14(2)8-13)5-9-3-4-11(15)6-12(9)13/h3-4,6,10,15H,5,7-8H2,1-2H3

> <INCHI_KEY>
FVVVZSVINPVAIU-UHFFFAOYSA-N

> <FORMULA>
C13H17NO

> <MOLECULAR_WEIGHT>
203.285

> <EXACT_MASS>
203.131014171

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
23.134743723276742

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,10-dimethyl-10-azatricyclo[7.2.1.0²,⁷]dodeca-2,4,6-trien-4-ol

> <ALOGPS_LOGP>
1.94

> <JCHEM_LOGP>
2.0111499161062443

> <ALOGPS_LOGS>
-1.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.304403469472446

> <JCHEM_PKA_STRONGEST_BASIC>
9.076832253422333

> <JCHEM_POLAR_SURFACE_AREA>
23.47

> <JCHEM_REFRACTIVITY>
61.4545

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.50e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,10-dimethyl-10-azatricyclo[7.2.1.0²,⁷]dodeca-2,4,6-trien-4-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      10.461   1.457   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       8.928   1.602   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       8.392   3.046   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.930   3.527   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.729   5.054   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.126   1.755   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.133   0.283   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.606   0.082   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.497   1.151   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.097   0.509   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.841   1.401   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.985   2.934   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.730   3.825   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       4.385   3.576   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.641   2.684   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6   15                                             
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    2    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   15                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14    4    9                                                  
MASTER        0    0    0    0    0    0    0    0   15    0   34    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₃H₁₇NO

Average Mass

203.2850 Da

Monoisotopic Mass

203.13101 Da

IUPAC Name

1,10-dimethyl-10-azatricyclo[7.2.1.0²,⁷]dodeca-2,4,6-trien-4-ol

Traditional Name

1,10-dimethyl-10-azatricyclo[7.2.1.0²,⁷]dodeca-2,4,6-trien-4-ol

CAS Registry Number

Not Available

SMILES

CN1CC2(C)CC1CC1=CC=C(O)C=C21

InChI Identifier

InChI=1S/C13H17NO/c1-13-7-10(14(2)8-13)5-9-3-4-11(15)6-12(9)13/h3-4,6,10,15H,5,7-8H2,1-2H3

InChI Key

FVVVZSVINPVAIU-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Aphanizomenon flos-aquae	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzazepines. These are organic compounds containing a benzene ring fused to an azepine ring (unsaturated seven-membered heterocycle with one nitrogen atom replacing a carbon atom).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzazepines

Sub Class

Not Available

Direct Parent

Benzazepines

Alternative Parents

Substituents

Benzazepine
Tetralin
Azepine
Phenol
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Benzenoid
N-alkylpyrrolidine
Pyrrolidine
Tertiary aliphatic amine
Tertiary amine
Azacycle
Amine
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxygen 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	1.94	ALOGPS
logP	2.01	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	10.3	ChemAxon
pKa (Strongest Basic)	9.08	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	23.47 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	61.45 m³·mol⁻¹	ChemAxon
Polarizability	23.13 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

14110830

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1,10-dimethyl-10-azatricyclo[7.2.1.0²,⁷]dodeca-2,4,6-trien-4-ol (NP0236634)

MOL for NP0236634 (1,10-dimethyl-10-azatricyclo[7.2.1.0²,⁷]dodeca-2,4,6-trien-4-ol)

3D MOL for NP0236634 (1,10-dimethyl-10-azatricyclo[7.2.1.0²,⁷]dodeca-2,4,6-trien-4-ol)

3D SDF for NP0236634 (1,10-dimethyl-10-azatricyclo[7.2.1.0²,⁷]dodeca-2,4,6-trien-4-ol)

3D-SDF for NP0236634 (1,10-dimethyl-10-azatricyclo[7.2.1.0²,⁷]dodeca-2,4,6-trien-4-ol)

PDB for NP0236634 (1,10-dimethyl-10-azatricyclo[7.2.1.0²,⁷]dodeca-2,4,6-trien-4-ol)

3D PDB for NP0236634 (1,10-dimethyl-10-azatricyclo[7.2.1.0²,⁷]dodeca-2,4,6-trien-4-ol)

SMILES for NP0236634 (1,10-dimethyl-10-azatricyclo[7.2.1.0²,⁷]dodeca-2,4,6-trien-4-ol)

INCHI for NP0236634 (1,10-dimethyl-10-azatricyclo[7.2.1.0²,⁷]dodeca-2,4,6-trien-4-ol)

Structure for NP0236634 (1,10-dimethyl-10-azatricyclo[7.2.1.0²,⁷]dodeca-2,4,6-trien-4-ol)

3D Structure for NP0236634 (1,10-dimethyl-10-azatricyclo[7.2.1.0²,⁷]dodeca-2,4,6-trien-4-ol)