NP-MRD: Showing NP-Card for (1r,9r,13e)-1-amino-13-(2-hydroxyethylidene)-11-methyl-6-azatricyclo[7.3.1.0²,⁷]trideca-2,4,6,10-tetraen-5-ol (NP0175805)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-03 13:21:13 UTC

Updated at

2022-09-03 13:21:13 UTC

NP-MRD ID

NP0175805

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,9r,13e)-1-amino-13-(2-hydroxyethylidene)-11-methyl-6-azatricyclo[7.3.1.0²,⁷]trideca-2,4,6,10-tetraen-5-ol

Description

Carinatumin A belongs to the class of organic compounds known as quinolones and derivatives. Quinolones and derivatives are compounds containing a quinoline moiety which bears a ketone group. (1r,9r,13e)-1-amino-13-(2-hydroxyethylidene)-11-methyl-6-azatricyclo[7.3.1.0²,⁷]trideca-2,4,6,10-tetraen-5-ol is found in Phlegmariurus carinatus. Based on a literature review very few articles have been published on Carinatumin A.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 37 39  0  0  0  0  0  0  0  0999 V2000
    1.6391    3.3826    0.3850 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1125    1.9972    0.3730 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8116    1.0592    0.9909 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2914   -0.3756    0.9349 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0618   -0.4517    1.8257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2052   -0.6200    1.1275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2439   -1.1794    1.8092 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4334   -1.3651    1.2483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4332   -1.9427    2.0198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7111   -1.0137   -0.0469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6798   -0.4383   -0.7829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4789   -0.2640   -0.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2794    0.3433   -0.8707 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5313    0.2980   -2.2739 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1617    1.7426   -0.3274 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8401   -0.5398   -0.4460 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3603   -1.3966   -1.2813 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4713   -2.3361   -1.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5632   -2.1159   -1.8430 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6948    3.7886    1.4379 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9868    4.0922   -0.1581 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6316    3.4359   -0.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7094    1.3027    1.5103 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0911   -1.0229    1.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0622    0.4387    2.4918 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2075   -1.3772    2.4572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7435   -1.4122    2.8426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6668   -1.1523   -0.5288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8238   -0.1362   -1.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2982    0.9437   -2.5783 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3299    0.4189   -2.8578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2553    2.4485   -1.1906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9797    2.0218    0.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9263   -1.4343   -2.3212 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8114   -2.2428    0.0319 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0885   -3.3744   -1.1060 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2343   -1.5229   -1.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  6
 13 15  1  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 15  2  1  0
 16  4  1  0
 12  6  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  4 24  1  1
  5 25  1  0
  5 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 14 30  1  0
 14 31  1  0
 15 32  1  0
 15 33  1  0
 17 34  1  0
 18 35  1  0
 18 36  1  0
 19 37  1  0
M  END


  Mrv1652309032215212D          

 19 21  0  0  1  0            999 V2000
   -0.6381    0.7218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3139    0.4762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0371   -0.3761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6691   -0.9065    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4910   -0.8346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0213   -0.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7690   -0.5513    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4448   -0.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2336   -0.3927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3729    0.7438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6252    1.0924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9494    0.6193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3174    1.1496    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4079    2.0080    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4956    1.0777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7363    0.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2299    0.2352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0638   -0.0982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1816   -0.9148    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  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  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  2  0  0  0  0
  6 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
  2 15  1  0  0  0  0
 13 16  1  0  0  0  0
  4 16  1  1  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0175805

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=C[C@H]2CC3=NC(O)=CC=C3[C@@](N)(C1)\C2=C\CO

> <INCHI_IDENTIFIER>
InChI=1S/C15H18N2O2/c1-9-6-10-7-13-12(2-3-14(19)17-13)15(16,8-9)11(10)4-5-18/h2-4,6,10,18H,5,7-8,16H2,1H3,(H,17,19)/b11-4+/t10-,15+/m0/s1

> <INCHI_KEY>
JNMUAFHKBRVTFG-OBVINZHISA-N

> <FORMULA>
C15H18N2O2

> <MOLECULAR_WEIGHT>
258.321

> <EXACT_MASS>
258.136827828

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
28.100093103107362

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,9R,13E)-1-amino-13-(2-hydroxyethylidene)-11-methyl-6-azatricyclo[7.3.1.0^{2,7}]trideca-2,4,6,10-tetraen-5-ol

> <ALOGPS_LOGP>
1.00

> <JCHEM_LOGP>
0.7439193566666663

> <ALOGPS_LOGS>
-2.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.61705735283699

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.318765295401455

> <JCHEM_PKA_STRONGEST_BASIC>
8.621120647699232

> <JCHEM_POLAR_SURFACE_AREA>
79.37

> <JCHEM_REFRACTIVITY>
75.3544

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.95e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,9R,13E)-1-amino-13-(2-hydroxyethylidene)-11-methyl-6-azatricyclo[7.3.1.0^{2,7}]trideca-2,4,6,10-tetraen-5-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.191   1.347   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.586   0.889   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.069  -0.702   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.249  -1.692   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.783  -1.558   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.773  -0.378   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       5.169  -1.029   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       6.430  -0.146   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       7.903  -0.733   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.296   1.388   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.900   2.039   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.639   1.156   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.459   2.146   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       2.628   3.748   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       0.925   2.012   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.374   0.378   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.429   0.439   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.986  -0.183   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -2.206  -1.708   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   16                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   12                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    6   13                                                  
CONECT   13   12   14   15   16                                             
CONECT   14   13                                                            
CONECT   15   13    2                                                       
CONECT   16   13    4   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₁₈N₂O₂

Average Mass

258.3210 Da

Monoisotopic Mass

258.13683 Da

IUPAC Name

(1R,9R,13E)-1-amino-13-(2-hydroxyethylidene)-11-methyl-6-azatricyclo[7.3.1.0^{2,7}]trideca-2,4,6,10-tetraen-5-ol

Traditional Name

(1R,9R,13E)-1-amino-13-(2-hydroxyethylidene)-11-methyl-6-azatricyclo[7.3.1.0^{2,7}]trideca-2,4,6,10-tetraen-5-ol

CAS Registry Number

Not Available

SMILES

CC1=C[C@H]2CC3=NC(O)=CC=C3[C@@](N)(C1)\C2=C\CO

InChI Identifier

InChI=1S/C15H18N2O2/c1-9-6-10-7-13-12(2-3-14(19)17-13)15(16,8-9)11(10)4-5-18/h2-4,6,10,18H,5,7-8,16H2,1H3,(H,17,19)/b11-4+/t10-,15+/m0/s1

InChI Key

JNMUAFHKBRVTFG-OBVINZHISA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Phlegmariurus carinatus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinolones and derivatives. Quinolones and derivatives are compounds containing a quinoline moiety which bears a ketone group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Quinolones and derivatives

Direct Parent

Quinolones and derivatives

Alternative Parents

Substituents

Quinolone
Pyridinone
Aralkylamine
Pyridine
Heteroaromatic compound
Lactam
Azacycle
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Primary amine
Primary alcohol
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organic nitrogen compound
Amine
Alcohol
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	ALOGPS
logP	0.74	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	11.32	ChemAxon
pKa (Strongest Basic)	8.62	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	79.37 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	75.35 m³·mol⁻¹	ChemAxon
Polarizability	28.1 Å³	ChemAxon
Number of Rings	3	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

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

102148279

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,9r,13e)-1-amino-13-(2-hydroxyethylidene)-11-methyl-6-azatricyclo[7.3.1.0²,⁷]trideca-2,4,6,10-tetraen-5-ol (NP0175805)

MOL for NP0175805 ((1r,9r,13e)-1-amino-13-(2-hydroxyethylidene)-11-methyl-6-azatricyclo[7.3.1.0²,⁷]trideca-2,4,6,10-tetraen-5-ol)

3D MOL for NP0175805 ((1r,9r,13e)-1-amino-13-(2-hydroxyethylidene)-11-methyl-6-azatricyclo[7.3.1.0²,⁷]trideca-2,4,6,10-tetraen-5-ol)

3D SDF for NP0175805 ((1r,9r,13e)-1-amino-13-(2-hydroxyethylidene)-11-methyl-6-azatricyclo[7.3.1.0²,⁷]trideca-2,4,6,10-tetraen-5-ol)

3D-SDF for NP0175805 ((1r,9r,13e)-1-amino-13-(2-hydroxyethylidene)-11-methyl-6-azatricyclo[7.3.1.0²,⁷]trideca-2,4,6,10-tetraen-5-ol)

PDB for NP0175805 ((1r,9r,13e)-1-amino-13-(2-hydroxyethylidene)-11-methyl-6-azatricyclo[7.3.1.0²,⁷]trideca-2,4,6,10-tetraen-5-ol)

3D PDB for NP0175805 ((1r,9r,13e)-1-amino-13-(2-hydroxyethylidene)-11-methyl-6-azatricyclo[7.3.1.0²,⁷]trideca-2,4,6,10-tetraen-5-ol)

SMILES for NP0175805 ((1r,9r,13e)-1-amino-13-(2-hydroxyethylidene)-11-methyl-6-azatricyclo[7.3.1.0²,⁷]trideca-2,4,6,10-tetraen-5-ol)

INCHI for NP0175805 ((1r,9r,13e)-1-amino-13-(2-hydroxyethylidene)-11-methyl-6-azatricyclo[7.3.1.0²,⁷]trideca-2,4,6,10-tetraen-5-ol)

Structure for NP0175805 ((1r,9r,13e)-1-amino-13-(2-hydroxyethylidene)-11-methyl-6-azatricyclo[7.3.1.0²,⁷]trideca-2,4,6,10-tetraen-5-ol)

3D Structure for NP0175805 ((1r,9r,13e)-1-amino-13-(2-hydroxyethylidene)-11-methyl-6-azatricyclo[7.3.1.0²,⁷]trideca-2,4,6,10-tetraen-5-ol)