Np mrd loader

Showing NP-Card for 1-{9h-pyrido[3,4-b]indol-1-yl}ethanol (NP0238936)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-09-06 22:25:15 UTC
Updated at2022-09-06 22:25:15 UTC
NP-MRD IDNP0238936
Secondary Accession NumbersNone
Natural Product Identification
Common Name1-{9h-pyrido[3,4-b]indol-1-yl}ethanol
Description1-{9H-pyrido[3,4-b]indol-1-yl}ethan-1-ol belongs to the class of organic compounds known as harmala alkaloids. Harmala alkaloids are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole. 1-{9h-pyrido[3,4-b]indol-1-yl}ethanol is found in Ophiocordyceps sinensis. 1-{9H-pyrido[3,4-b]indol-1-yl}ethan-1-ol is a strong basic compound (based on its pKa).
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0238936 (1-{9h-pyrido[3,4-b]indol-1-yl}ethanol)


  Mrv1533004241513062D          

 16 18  0  0  0  0            999 V2000
   -0.0953   -3.7139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7117   -3.5424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2637   -4.1555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9666   -2.7578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4146   -2.1447    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6695   -1.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4765   -1.1885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0285   -1.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8535   -1.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4056   -1.1885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2125   -1.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4675   -2.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9154   -2.7578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1085   -2.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4410   -3.0712    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7736   -2.5862    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
  2  4  1  0  0  0  0
  4  5  2  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
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
  9 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  4 16  1  0  0  0  0
  8 16  2  0  0  0  0
M  END
Download

3D MOL for NP0238936 (1-{9h-pyrido[3,4-b]indol-1-yl}ethanol)

     RDKit          3D

 28 30  0  0  0  0  0  0  0  0999 V2000
   -3.9066   -0.5269    0.8439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7621   -0.8952   -0.0985 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2382   -0.9464   -1.4172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7568    0.2337   -0.0129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1615    1.5242    0.0929 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3025    2.5231    0.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0507    2.3474    0.0287 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5251    1.0471   -0.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4033   -0.0029   -0.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3006   -1.1083   -0.1483 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6444   -0.8722   -0.1515 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7580   -1.6838   -0.1480 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0481   -1.1667   -0.1012 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1869    0.1928   -0.0601 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0805    1.0245   -0.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8023    0.5184   -0.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4679    0.1237    1.6608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6371    0.0901    0.3089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3282   -1.4410    1.3284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3246   -1.8523    0.1822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0346   -1.8778   -1.7439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6753    3.5354    0.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500    3.1603    0.0415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1579   -2.0633   -0.1740 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6484   -2.7383   -0.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9578   -1.8137   -0.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1922    0.5715   -0.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2115    2.0967   -0.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 16  2  0
 16 15  1  0
 15 14  2  0
 14 13  1  0
 13 12  2  0
  9  4  1  0
 12 11  1  0
 16  8  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  1
  3 21  1  0
  6 22  1  0
  7 23  1  0
 10 24  1  0
 15 28  1  0
 14 27  1  0
 13 26  1  0
 12 25  1  0
M  END
Download

3D SDF for NP0238936 (1-{9h-pyrido[3,4-b]indol-1-yl}ethanol)


  Mrv1533004241513062D          

 16 18  0  0  0  0            999 V2000
   -0.0953   -3.7139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7117   -3.5424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2637   -4.1555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9666   -2.7578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4146   -2.1447    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6695   -1.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4765   -1.1885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0285   -1.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8535   -1.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4056   -1.1885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2125   -1.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4675   -2.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9154   -2.7578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1085   -2.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4410   -3.0712    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7736   -2.5862    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
  2  4  1  0  0  0  0
  4  5  2  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
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
  9 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  4 16  1  0  0  0  0
  8 16  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0238936

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(O)C1=NC=CC2=C1NC1=C2C=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H12N2O/c1-8(16)12-13-10(6-7-14-12)9-4-2-3-5-11(9)15-13/h2-8,15-16H,1H3

> <INCHI_KEY>
GKXWQOGSNJJLKJ-UHFFFAOYSA-N

> <FORMULA>
C13H12N2O

> <MOLECULAR_WEIGHT>
212.252

> <EXACT_MASS>
212.094963014

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
23.120689859435533

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-{9H-pyrido[3,4-b]indol-1-yl}ethan-1-ol

> <ALOGPS_LOGP>
2.61

> <JCHEM_LOGP>
1.756099627666666

> <ALOGPS_LOGS>
-2.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.458752839142786

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.801447542513802

> <JCHEM_PKA_STRONGEST_BASIC>
4.817997646818364

> <JCHEM_POLAR_SURFACE_AREA>
48.910000000000004

> <JCHEM_REFRACTIVITY>
62.1029

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.40e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-{9H-pyrido[3,4-b]indol-1-yl}ethanol

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0238936 (1-{9h-pyrido[3,4-b]indol-1-yl}ethanol)

Download
PDB for NP0238936 (1-{9h-pyrido[3,4-b]indol-1-yl}ethanol)
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      -0.178  -6.933   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.328  -6.612   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.359  -7.757   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.804  -5.148   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       0.774  -4.003   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       1.250  -2.539   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.756  -2.219   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.787  -3.363   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.327  -3.363   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.357  -2.219   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.863  -2.539   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.339  -4.003   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.309  -5.148   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.802  -4.828   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       4.557  -5.733   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       3.311  -4.828   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   16                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   16                                                  
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    9   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15    4    8                                                  
MASTER        0    0    0    0    0    0    0    0   16    0   36    0
END

Download
3D PDB for NP0238936 (1-{9h-pyrido[3,4-b]indol-1-yl}ethanol)
Download
SMILES for NP0238936 (1-{9h-pyrido[3,4-b]indol-1-yl}ethanol)
CC(O)C1=NC=CC2=C1NC1=C2C=CC=C1
Download
INCHI for NP0238936 (1-{9h-pyrido[3,4-b]indol-1-yl}ethanol)
InChI=1S/C13H12N2O/c1-8(16)12-13-10(6-7-14-12)9-4-2-3-5-11(9)15-13/h2-8,15-16H,1H3
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC13H12N2O
Average Mass212.2520 Da
Monoisotopic Mass212.09496 Da
IUPAC Name1-{9H-pyrido[3,4-b]indol-1-yl}ethan-1-ol
Traditional Name1-{9H-pyrido[3,4-b]indol-1-yl}ethanol
CAS Registry NumberNot Available
SMILES
CC(O)C1=NC=CC2=C1NC1=C2C=CC=C1
InChI Identifier
InChI=1S/C13H12N2O/c1-8(16)12-13-10(6-7-14-12)9-4-2-3-5-11(9)15-13/h2-8,15-16H,1H3
InChI KeyGKXWQOGSNJJLKJ-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Ophiocordyceps sinensisLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as harmala alkaloids. Harmala alkaloids are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole.
KingdomOrganic compounds  
Super ClassAlkaloids and derivatives  
ClassHarmala alkaloids  
Sub ClassNot Available
Direct ParentHarmala alkaloids  
Alternative Parents
Substituents
  • Harman
    • 

  • Beta-carboline
    • 

  • Pyridoindole
    • 

  • Indole
    • 

  • Indole or derivatives
    • 

  • Pyridine
    • 

  • Benzenoid
    • 

  • Heteroaromatic compound
    • 

  • Pyrrole
    • 

  • Secondary alcohol
    • 

  • Organoheterocyclic compound
    • 

  • Azacycle
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Alcohol
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxygen compound
    • 

  • Organic nitrogen compound
    • 

  • Aromatic alcohol
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP2.61ALOGPS
logP1.76ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)12.8ChemAxon
pKa (Strongest Basic)4.82ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area48.91 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity62.1 m³·mol⁻¹ChemAxon
Polarizability23.12 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10899924  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]