NP-MRD: Showing NP-Card for 7-[(1s)-1-hydroxypropyl]-8-methyl-11h-indolizino[1,2-b]quinolin-9-one (NP0179910)

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Record Information

Version

2.0

Created at

2022-09-03 18:10:51 UTC

Updated at

2022-09-03 18:10:51 UTC

NP-MRD ID

NP0179910

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-[(1s)-1-hydroxypropyl]-8-methyl-11h-indolizino[1,2-b]quinolin-9-one

Description

Mappicine belongs to the class of organic compounds known as quinolines and derivatives. Quinolines and derivatives are compounds containing a quinoline moiety, which consists of a benzene ring fused to a pyrimidine ring to form benzo[b]azabenzene. 7-[(1s)-1-hydroxypropyl]-8-methyl-11h-indolizino[1,2-b]quinolin-9-one is found in Nothapodytes nimmoniana. 7-[(1s)-1-hydroxypropyl]-8-methyl-11h-indolizino[1,2-b]quinolin-9-one was first documented in 2002 (PMID: 12227752). Based on a literature review a significant number of articles have been published on Mappicine (PMID: 18490966) (PMID: 15827642) (PMID: 14595631) (PMID: 14535774) (PMID: 12839464).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 41 44  0  0  0  0  0  0  0  0999 V2000
   -3.2554    1.7823    1.9397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1550    2.2979    0.5044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4856    1.0880   -0.3871 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7510    0.6321   -0.1317 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4287    0.0818   -0.3133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1240    0.4326   -0.0874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0961   -0.5156   -0.0770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3319   -1.8062   -0.2800 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6326   -2.1660   -0.5089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8156   -3.4062   -0.6980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6589   -1.2708   -0.5298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0454   -1.6781   -0.7965 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8902   -2.5587   -0.1927 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9422   -1.5365   -0.1484 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3355   -1.5910   -0.2323 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0538   -0.4278   -0.1528 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4423   -0.4508   -0.2667 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2027    0.6942   -0.2266 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6173    1.9238   -0.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2189    1.9381    0.0501 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4641    0.8012    0.0088 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1113    0.8193    0.0883 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3651   -0.3042    0.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7593    0.7546    1.8866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3126    1.5636    2.2181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6949    2.3584    2.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9908    3.0514    0.3587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2068    2.7282    0.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4282    1.5149   -1.4358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3640    1.3951   -0.3877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8396    1.4420    0.0894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6196   -1.6720    0.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5133   -1.1326   -1.6543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0167   -2.7435   -1.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9275   -3.0799    0.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0287   -3.3160   -0.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7899   -2.5727   -0.3531 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8974   -1.4320   -0.3917 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2806    0.6235   -0.3238 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1837    2.8280   -0.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7747    2.9094    0.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5 11  2  0
 11 12  1  0
 11  9  1  0
  9 10  2  0
  9  8  1  0
  8 13  1  0
 13 14  1  0
 14 23  2  0
 23 22  1  0
 22 21  2  0
 21 20  1  0
 20 19  2  0
 19 18  1  0
 18 17  2  0
 17 16  1  0
 16 15  2  0
 23  7  1  0
  7  6  2  0
  6  5  1  0
  7  8  1  0
 15 14  1  0
 16 21  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  6
  4 30  1  0
 12 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 20 41  1  0
 19 40  1  0
 18 39  1  0
 17 38  1  0
 15 37  1  0
  6 31  1  0
M  END


  Mrv1652309032220102D          

 23 26  0  0  1  0            999 V2000
    0.9874   -4.3980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4650   -3.7253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2864   -3.8025    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6302   -4.5524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7639   -3.1297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5853   -3.2069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0628   -2.5342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7190   -1.7842    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8976   -1.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5537   -0.9571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4200   -2.3798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5987   -2.3026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3259   -1.2255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0449   -1.6301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8267   -1.3665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4458   -1.9117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2276   -1.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8467   -2.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6841   -3.0022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9023   -3.2658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2832   -2.7205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5014   -2.9841    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8823   -2.4389    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  1  0  0  0
  3  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
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  5 11  2  0  0  0  0
 11 12  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 16 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 14 23  2  0  0  0  0
  7 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0179910

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H](O)C1=C(C)C(=O)N2CC3=C(N=C4C=CC=CC4=C3)C2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H18N2O2/c1-3-17(22)14-9-16-18-13(10-21(16)19(23)11(14)2)8-12-6-4-5-7-15(12)20-18/h4-9,17,22H,3,10H2,1-2H3/t17-/m0/s1

> <INCHI_KEY>
WSXJPXFVULHYMX-KRWDZBQOSA-N

> <FORMULA>
C19H18N2O2

> <MOLECULAR_WEIGHT>
306.365

> <EXACT_MASS>
306.136827828

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
34.60857866276527

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-[(1S)-1-hydroxypropyl]-8-methyl-9H,11H-indolizino[1,2-b]quinolin-9-one

> <JCHEM_LOGP>
2.130412812666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.526367614677614

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.961786494939084

> <JCHEM_PKA_STRONGEST_BASIC>
3.0787910711316133

> <JCHEM_POLAR_SURFACE_AREA>
53.43

> <JCHEM_REFRACTIVITY>
90.08560000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
7-[(1S)-1-hydroxypropyl]-8-methyl-11H-indolizino[1,2-b]quinolin-9-one

> <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       1.843  -8.210   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.735  -6.954   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.268  -7.098   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.910  -8.498   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       5.159  -5.842   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.693  -5.986   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.584  -4.730   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       6.942  -3.331   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       5.409  -3.186   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.767  -1.787   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.517  -4.442   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.984  -4.298   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.075  -2.288   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.417  -3.043   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.876  -2.551   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.032  -3.569   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.491  -3.077   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.647  -4.094   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.344  -5.604   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.884  -6.096   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.729  -5.078   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0      10.269  -5.570   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0       9.114  -4.553   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   11                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   23                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9    5   12                                                  
CONECT   12   11                                                            
CONECT   13    8   14                                                       
CONECT   14   13   15   23                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   14    7                                                  
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₁₈N₂O₂

Average Mass

306.3650 Da

Monoisotopic Mass

306.13683 Da

IUPAC Name

7-[(1S)-1-hydroxypropyl]-8-methyl-9H,11H-indolizino[1,2-b]quinolin-9-one

Traditional Name

7-[(1S)-1-hydroxypropyl]-8-methyl-11H-indolizino[1,2-b]quinolin-9-one

CAS Registry Number

Not Available

SMILES

CC[C@H](O)C1=C(C)C(=O)N2CC3=C(N=C4C=CC=CC4=C3)C2=C1

InChI Identifier

InChI=1S/C19H18N2O2/c1-3-17(22)14-9-16-18-13(10-21(16)19(23)11(14)2)8-12-6-4-5-7-15(12)20-18/h4-9,17,22H,3,10H2,1-2H3/t17-/m0/s1

InChI Key

WSXJPXFVULHYMX-KRWDZBQOSA-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
Nothapodytes nimmoniana	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinolines and derivatives. Quinolines and derivatives are compounds containing a quinoline moiety, which consists of a benzene ring fused to a pyrimidine ring to form benzo[b]azabenzene.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Not Available

Direct Parent

Quinolines and derivatives

Alternative Parents

Substituents

Quinoline
Pyridinone
Methylpyridine
Pyridine
Benzenoid
Heteroaromatic compound
Lactam
Secondary alcohol
Azacycle
Alcohol
Aromatic alcohol
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen 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	2.13	ChemAxon
pKa (Strongest Acidic)	12.96	ChemAxon
pKa (Strongest Basic)	3.08	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	53.43 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	90.09 m³·mol⁻¹	ChemAxon
Polarizability	34.61 Å³	ChemAxon
Number of Rings	4	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

164342

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

189144

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Zhang W: Fluorous Mixture Synthesis (FMS) of Enantiomers, Diastereomers, and Compound Libraries. ARKIVOC. 2004 May 28;i:101-109. [PubMed:18490966 ]
Bowman WR, Cloonan MO, Fletcher AJ, Stein T: Synthesis of heteroarenes using cascade radical cyclisation via iminyl radicals. Org Biomol Chem. 2005 Apr 21;3(8):1460-7. doi: 10.1039/b501509j. Epub 2005 Mar 10. [PubMed:15827642 ]
Raolji GB, Garcon S, Greene AE, Kanazawa A: A modular approach to oxoindolizino quinolines: efficient synthesis of mappicine ketone (nothapodytine B). Angew Chem Int Ed Engl. 2003 Oct 27;42(41):5059-61. doi: 10.1002/anie.200352094. [PubMed:14595631 ]
Kato I, Higashimoto M, Tamura O, Ishibashi H: Total synthesis of mappicine ketone (nothapodytine B) by means of sulfur-directed 5-exo-selective aryl radical cyclization onto enamides. J Org Chem. 2003 Oct 17;68(21):7983-9. doi: 10.1021/jo030177m. [PubMed:14535774 ]
Lin CH, Tsai MR, Wang YS, Chang NC: An efficient approach to 3,4-disubstituted pyridin-2-ones. Formal synthesis of mappicine ketone. J Org Chem. 2003 Jul 11;68(14):5688-91. doi: 10.1021/jo034042s. [PubMed:12839464 ]
Curran DP, Du W: Palladium-promoted cascade reactions of isonitriles and 6-iodo-N-propargylpyridones: synthesis of mappicines, camptothecins, and homocamptothecins. Org Lett. 2002 Sep 19;4(19):3215-8. doi: 10.1021/ol026408d. [PubMed:12227752 ]
LOTUS database [Link]

Showing NP-Card for 7-[(1s)-1-hydroxypropyl]-8-methyl-11h-indolizino[1,2-b]quinolin-9-one (NP0179910)

MOL for NP0179910 (7-[(1s)-1-hydroxypropyl]-8-methyl-11h-indolizino[1,2-b]quinolin-9-one)

3D MOL for NP0179910 (7-[(1s)-1-hydroxypropyl]-8-methyl-11h-indolizino[1,2-b]quinolin-9-one)

3D SDF for NP0179910 (7-[(1s)-1-hydroxypropyl]-8-methyl-11h-indolizino[1,2-b]quinolin-9-one)

3D-SDF for NP0179910 (7-[(1s)-1-hydroxypropyl]-8-methyl-11h-indolizino[1,2-b]quinolin-9-one)

PDB for NP0179910 (7-[(1s)-1-hydroxypropyl]-8-methyl-11h-indolizino[1,2-b]quinolin-9-one)

3D PDB for NP0179910 (7-[(1s)-1-hydroxypropyl]-8-methyl-11h-indolizino[1,2-b]quinolin-9-one)

SMILES for NP0179910 (7-[(1s)-1-hydroxypropyl]-8-methyl-11h-indolizino[1,2-b]quinolin-9-one)

INCHI for NP0179910 (7-[(1s)-1-hydroxypropyl]-8-methyl-11h-indolizino[1,2-b]quinolin-9-one)

Structure for NP0179910 (7-[(1s)-1-hydroxypropyl]-8-methyl-11h-indolizino[1,2-b]quinolin-9-one)

3D Structure for NP0179910 (7-[(1s)-1-hydroxypropyl]-8-methyl-11h-indolizino[1,2-b]quinolin-9-one)