NP-MRD: Showing NP-Card for (2s,3r)-3-chloro-2-(3,4-dimethylpent-3-en-1-yl)-2-(methoxymethyl)-3,4-dihydro-1h-quinoline-6-carboxylic acid (NP0324516)

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Record Information

Version

2.0

Created at

2022-09-12 04:38:42 UTC

Updated at

2022-09-12 04:38:42 UTC

NP-MRD ID

NP0324516

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,3r)-3-chloro-2-(3,4-dimethylpent-3-en-1-yl)-2-(methoxymethyl)-3,4-dihydro-1h-quinoline-6-carboxylic acid

Description

Virantmycin belongs to the class of organic compounds known as quinoline carboxylic acids. These are quinolines in which the quinoline ring system is substituted by a carboxyl group at one or more positions. (2s,3r)-3-chloro-2-(3,4-dimethylpent-3-en-1-yl)-2-(methoxymethyl)-3,4-dihydro-1h-quinoline-6-carboxylic acid was first documented in 2003 (PMID: 12800182). Based on a literature review a small amount of articles have been published on Virantmycin (PMID: 26956789) (PMID: 30532036) (PMID: 15578771).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 50 51  0  0  0  0  0  0  0  0999 V2000
   -0.3561   -3.1869   -1.9879 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0329   -2.8454   -0.7622 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3929   -1.8165   -0.0476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1893   -0.4146   -0.5469 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2557   -0.2029   -0.8657 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1727   -0.4018    0.3187 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5941   -0.1794   -0.0317 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2332   -1.0068   -1.0642 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2513    0.7612    0.5967 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6131    1.6161    1.6547 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6788    0.9874    0.2473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6845    0.5325    0.4863 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0734    0.7099    0.6771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5692    1.3569    1.7898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9227    1.5479    2.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8307    1.0819    1.1003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2472    1.2830    1.3357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0757    0.8659    0.5178 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6836    1.9399    2.4712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3483    0.4268   -0.0279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0055    0.2415   -0.2416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4749   -0.4576   -1.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0566   -0.0533   -1.7389 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0538    1.7427   -1.8117 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.1860   -2.5297   -2.8346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2024   -4.1479   -2.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4365   -3.5266   -2.0525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4780   -1.9482    0.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1783   -1.8359    0.9501 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3715    0.8640   -1.2249 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5942   -0.8158   -1.7144 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8455    0.2688    1.1214 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1407   -1.4856    0.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9787   -2.0995   -0.9584 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9678   -0.6833   -2.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3489   -0.9780   -1.0274 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7001    2.1153    1.2623 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2866    2.4132    1.9910 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3221    0.9976    2.5024 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7513    1.2762   -0.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3200    0.1123    0.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1054    1.8350    0.8591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0111    1.0479    1.0485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8813    1.7441    2.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2319    2.0671    2.9131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2176    2.7436    2.8551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0582    0.0605   -0.7445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0954   -0.1036   -2.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6404   -1.5291   -1.3416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7445   -0.3909   -2.6966 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  4  3  1  1
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  3
  9 10  1  0
  9 11  1  0
  4 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 16 17  1  0
 17 19  1  0
 17 18  2  0
 23  4  1  0
 21 13  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  8 34  1  0
  8 35  1  0
  8 36  1  0
 10 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 11 42  1  0
 12 43  1  0
 14 44  1  0
 15 45  1  0
 20 47  1  0
 22 48  1  0
 22 49  1  0
 23 50  1  6
 19 46  1  0
M  END


  Mrv1652309122206382D          

 24 25  0  0  1  0            999 V2000
   -0.6623    1.2813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3802    0.5060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4323    0.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0980   -0.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6283    0.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4408   -0.0670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9711    0.5650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7229   -0.8423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1926   -1.4743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5354   -0.9855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 Cl  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
  4  3  1  6  0  0  0
  4  5  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  4 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  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
 17 19  1  0  0  0  0
 16 20  1  0  0  0  0
 20 21  2  0  0  0  0
 13 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  4 23  1  0  0  0  0
 23 24  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0324516

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC[C@]1(CCC(C)=C(C)C)NC2=CC=C(C=C2C[C@H]1Cl)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H26ClNO3/c1-12(2)13(3)7-8-19(11-24-4)17(20)10-15-9-14(18(22)23)5-6-16(15)21-19/h5-6,9,17,21H,7-8,10-11H2,1-4H3,(H,22,23)/t17-,19+/m1/s1

> <INCHI_KEY>
FWINDTDIQJWMLC-MJGOQNOKSA-N

> <FORMULA>
C19H26ClNO3

> <MOLECULAR_WEIGHT>
351.87

> <EXACT_MASS>
351.1601214

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
38.70709515551426

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3R)-3-chloro-2-(3,4-dimethylpent-3-en-1-yl)-2-(methoxymethyl)-1,2,3,4-tetrahydroquinoline-6-carboxylic acid

> <JCHEM_LOGP>
4.142149778333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.528206731503001

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.706828984379641

> <JCHEM_PKA_STRONGEST_BASIC>
1.7205330198650521

> <JCHEM_POLAR_SURFACE_AREA>
58.56

> <JCHEM_REFRACTIVITY>
99.19059999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R)-3-chloro-2-(3,4-dimethylpent-3-en-1-yl)-2-(methoxymethyl)-3,4-dihydro-1H-quinoline-6-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.236   2.392   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.710   0.945   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.807   0.677   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.183  -1.037   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.173   0.142   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.689  -0.125   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.679   1.055   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.216  -1.572   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.226  -2.752   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.733  -1.840   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       2.667   0.000   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       9.336  -2.310   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       8.002  -4.620   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   24 Cl   UNK     0       0.000  -3.080   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   12   23                                             
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    4   13                                                       
CONECT   13   12   14   21                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   20                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   16   21                                                       
CONECT   21   20   13   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22    4   24                                                  
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₆ClNO₃

Average Mass

351.8700 Da

Monoisotopic Mass

351.16012 Da

IUPAC Name

(2S,3R)-3-chloro-2-(3,4-dimethylpent-3-en-1-yl)-2-(methoxymethyl)-1,2,3,4-tetrahydroquinoline-6-carboxylic acid

Traditional Name

(2S,3R)-3-chloro-2-(3,4-dimethylpent-3-en-1-yl)-2-(methoxymethyl)-3,4-dihydro-1H-quinoline-6-carboxylic acid

CAS Registry Number

Not Available

SMILES

COC[C@]1(CCC(C)=C(C)C)NC2=CC=C(C=C2C[C@H]1Cl)C(O)=O

InChI Identifier

InChI=1S/C19H26ClNO3/c1-12(2)13(3)7-8-19(11-24-4)17(20)10-15-9-14(18(22)23)5-6-16(15)21-19/h5-6,9,17,21H,7-8,10-11H2,1-4H3,(H,22,23)/t17-,19+/m1/s1

InChI Key

FWINDTDIQJWMLC-MJGOQNOKSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinoline carboxylic acids. These are quinolines in which the quinoline ring system is substituted by a carboxyl group at one or more positions.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Quinoline carboxylic acids

Direct Parent

Quinoline carboxylic acids

Alternative Parents

Substituents

Quinoline-6-carboxylic acid
Tetrahydroquinoline
Secondary aliphatic/aromatic amine
Aralkylamine
Benzenoid
Amino acid or derivatives
Amino acid
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Ether
Secondary amine
Azacycle
Organochloride
Organohalogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
Alkyl halide
Organonitrogen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Alkyl chloride
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	4.14	ChemAxon
pKa (Strongest Acidic)	4.71	ChemAxon
pKa (Strongest Basic)	1.72	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.56 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	99.19 m³·mol⁻¹	ChemAxon
Polarizability	38.71 Å³	ChemAxon
Number of Rings	2	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

C00018314

Chemspider ID

10505782

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14107069

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Hirota-Takahata Y, Kobayashi H, Kizuka M, Ohyama T, Kitamura-Miyazaki M, Suzuki Y, Fujiwara M, Nakajima M, Ando O: Studies on novel HIF activators, A-503451s.I. Producing organism, fermentation, isolation and structural elucidation. J Antibiot (Tokyo). 2016 Oct;69(10):747-753. doi: 10.1038/ja.2016.17. Epub 2016 Mar 9. [PubMed:26956789 ]
Kimura T, Suga T, Kameoka M, Ueno M, Inahashi Y, Matsuo H, Iwatsuki M, Shigemura K, Shiomi K, Takahashi Y, Omura S, Nakashima T: New tetrahydroquinoline and indoline compounds containing a hydroxy cyclopentenone, virantmycin B and C, produced by Streptomyces sp. AM-2504. J Antibiot (Tokyo). 2019 Mar;72(3):169-173. doi: 10.1038/s41429-018-0117-0. Epub 2018 Dec 10. [PubMed:30532036 ]
Back TG, Wulff JE: A stereodivergent synthesis of virantmycin by an enzyme-mediated diester desymmetrization and a highly hindered aryl amination. Angew Chem Int Ed Engl. 2004 Dec 3;43(47):6493-6. doi: 10.1002/anie.200461327. [PubMed:15578771 ]
Ori M, Toda N, Takami K, Tago K, Kogen H: Stereospecific construction of contiguous quaternary and tertiary stereocenters by rearrangement from indoline-2-methanol to 2,2,3-trisubstituted tetrahydroquinoline: application to an efficient total synthesis of natural virantmycin. Angew Chem Int Ed Engl. 2003 Jun 6;42(22):2540-3. doi: 10.1002/anie.200351069. [PubMed:12800182 ]
LOTUS database [Link]

Showing NP-Card for (2s,3r)-3-chloro-2-(3,4-dimethylpent-3-en-1-yl)-2-(methoxymethyl)-3,4-dihydro-1h-quinoline-6-carboxylic acid (NP0324516)

MOL for NP0324516 ((2s,3r)-3-chloro-2-(3,4-dimethylpent-3-en-1-yl)-2-(methoxymethyl)-3,4-dihydro-1h-quinoline-6-carboxylic acid)

3D MOL for NP0324516 ((2s,3r)-3-chloro-2-(3,4-dimethylpent-3-en-1-yl)-2-(methoxymethyl)-3,4-dihydro-1h-quinoline-6-carboxylic acid)

3D SDF for NP0324516 ((2s,3r)-3-chloro-2-(3,4-dimethylpent-3-en-1-yl)-2-(methoxymethyl)-3,4-dihydro-1h-quinoline-6-carboxylic acid)

3D-SDF for NP0324516 ((2s,3r)-3-chloro-2-(3,4-dimethylpent-3-en-1-yl)-2-(methoxymethyl)-3,4-dihydro-1h-quinoline-6-carboxylic acid)

PDB for NP0324516 ((2s,3r)-3-chloro-2-(3,4-dimethylpent-3-en-1-yl)-2-(methoxymethyl)-3,4-dihydro-1h-quinoline-6-carboxylic acid)

3D PDB for NP0324516 ((2s,3r)-3-chloro-2-(3,4-dimethylpent-3-en-1-yl)-2-(methoxymethyl)-3,4-dihydro-1h-quinoline-6-carboxylic acid)

SMILES for NP0324516 ((2s,3r)-3-chloro-2-(3,4-dimethylpent-3-en-1-yl)-2-(methoxymethyl)-3,4-dihydro-1h-quinoline-6-carboxylic acid)

INCHI for NP0324516 ((2s,3r)-3-chloro-2-(3,4-dimethylpent-3-en-1-yl)-2-(methoxymethyl)-3,4-dihydro-1h-quinoline-6-carboxylic acid)

Structure for NP0324516 ((2s,3r)-3-chloro-2-(3,4-dimethylpent-3-en-1-yl)-2-(methoxymethyl)-3,4-dihydro-1h-quinoline-6-carboxylic acid)

3D Structure for NP0324516 ((2s,3r)-3-chloro-2-(3,4-dimethylpent-3-en-1-yl)-2-(methoxymethyl)-3,4-dihydro-1h-quinoline-6-carboxylic acid)