NP-MRD: Showing NP-Card for Perforine (NP0083593)

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Record Information

Version

2.0

Created at

2022-04-29 04:35:13 UTC

Updated at

2022-04-29 04:35:13 UTC

NP-MRD ID

NP0083593

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Perforine

Description

ZINC199418 belongs to the class of organic compounds known as furopyridines. These are aromatic heterocyclic compounds containing a furopyridine ring system, which consists of a furan ring fused to a pyridine ring. Perforine is found in Haplophyllum perforatum. Based on a literature review very few articles have been published on ZINC199418.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 49 51  0  0  0  0  0  0  0  0999 V2000
   -5.1218   -1.3275   -0.4655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4814   -0.4392    0.3838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3031    0.2371    0.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0942   -0.3441    0.4558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8944    0.3011    0.2002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9280    1.4978   -0.3853 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0992    2.0771   -0.7259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3828    3.2372   -1.3058 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6665    3.4072   -1.4524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3316    2.3116   -0.9509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3136    1.4749   -0.4923 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4089   -0.3600    0.5771 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5130    0.3731   -0.1033 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8571   -0.2410    0.2367 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9851    0.5036   -0.4526 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8197    0.4608   -1.9397 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2759   -0.2042   -0.0884 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0075    1.8306    0.0065 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6176   -0.4191    1.9274 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6610    0.7762    2.5939 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2517   -1.7897    0.0682 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0761   -1.8012   -1.2863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8311   -2.4640    0.8489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0536   -1.6768    1.1183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5583   -1.5621   -1.3711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1433   -0.9248   -0.6792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3049   -2.2744    0.1140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1799    4.2545   -1.8911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3938    2.0995   -0.9001 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5301    1.4205    0.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3265    0.3411   -1.2037 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0367   -0.1582    1.3176 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8863   -1.2965   -0.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7767   -0.6106   -2.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7488    0.8633   -2.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9273    0.9673   -2.3100 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1672   -0.6767    0.9106 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1373    0.4751   -0.1510 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3899   -1.0400   -0.8186 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2195    2.4356   -0.7343 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4410    1.4786    2.2815 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8820    0.5335    3.6705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3532    1.2695    2.6365 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1813   -2.3570    0.2356 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0729   -2.7293   -1.6035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3876   -2.8584    1.7967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1446   -3.3665    0.2510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0862   -1.4451    2.2190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9915   -2.2604    0.8817 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 11  2  0
 11 10  1  0
 10  9  2  0
  9  8  1  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  2  0
  4 24  1  0
 24 23  1  0
 23 21  1  0
 21 22  1  0
 21 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  1
 12 19  1  1
 19 20  1  0
  4  3  1  0
  7 11  1  0
 12  5  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 10 29  1  0
  9 28  1  0
 24 48  1  0
 24 49  1  0
 23 46  1  0
 23 47  1  0
 21 44  1  6
 22 45  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 14 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
 20 41  1  0
 20 42  1  0
 20 43  1  0
M  END


  Mrv1652304292206352D          

 24 26  0  0  1  0            999 V2000
    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 O   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
    3.6425   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1274    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   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
    0.3272    1.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7643    2.6656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3770    3.3940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0103    4.1224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1055    3.7813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3514    3.0067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1018    1.9659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9263    1.9947    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  4  8  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  3 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
 16 23  1  6  0  0  0
 23 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0083593

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C2C=COC2=NC2=C1CC[C@@H](O)[C@]2(CCC(C)(C)O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C18H25NO5/c1-17(2,21)8-9-18(23-4)13(20)6-5-11-14(22-3)12-7-10-24-16(12)19-15(11)18/h7,10,13,20-21H,5-6,8-9H2,1-4H3/t13-,18+/m1/s1

> <INCHI_KEY>
KHGNFPUMBJSZSM-ACJLOTCBSA-N

> <FORMULA>
C18H25NO5

> <MOLECULAR_WEIGHT>
335.4

> <EXACT_MASS>
335.173272909

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
36.02200711193842

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(7R,8R)-8-(3-hydroxy-3-methylbutyl)-4,8-dimethoxy-5H,6H,7H,8H-furo[2,3-b]quinolin-7-ol

> <ALOGPS_LOGP>
2.15

> <JCHEM_LOGP>
1.8081447450000008

> <ALOGPS_LOGS>
-3.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.40021814081226

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.723140984746912

> <JCHEM_PKA_STRONGEST_BASIC>
0.1699696598117869

> <JCHEM_POLAR_SURFACE_AREA>
84.95000000000002

> <JCHEM_REFRACTIVITY>
88.64529999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.45e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(7R,8R)-8-(3-hydroxy-3-methylbutyl)-4,8-dimethoxy-5H,6H,7H-furo[2,3-b]quinolin-7-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.799  -0.476   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.705   0.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       6.799   2.016   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       4.001   2.310   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.611   3.670   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.427   4.976   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.704   6.335   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.019   7.695   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.064   7.058   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -0.656   5.612   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.057   3.670   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       3.596   3.723   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   11                                                  
CONECT    4    3    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    4    7    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   16                                                  
CONECT   11   10    3   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   10   17   23                                             
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21   22                                             
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   19                                                            
CONECT   23   16   24                                                       
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₂₅NO₅

Average Mass

335.4000 Da

Monoisotopic Mass

335.17327 Da

IUPAC Name

(7R,8R)-8-(3-hydroxy-3-methylbutyl)-4,8-dimethoxy-5H,6H,7H,8H-furo[2,3-b]quinolin-7-ol

Traditional Name

(7R,8R)-8-(3-hydroxy-3-methylbutyl)-4,8-dimethoxy-5H,6H,7H-furo[2,3-b]quinolin-7-ol

CAS Registry Number

Not Available

SMILES

COC1=C2C=COC2=NC2=C1CC[C@@H](O)[C@]2(CCC(C)(C)O)OC

InChI Identifier

InChI=1S/C18H25NO5/c1-17(2,21)8-9-18(23-4)13(20)6-5-11-14(22-3)12-7-10-24-16(12)19-15(11)18/h7,10,13,20-21H,5-6,8-9H2,1-4H3/t13-,18+/m1/s1

InChI Key

KHGNFPUMBJSZSM-ACJLOTCBSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Haplophyllum perforatum	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furopyridines. These are aromatic heterocyclic compounds containing a furopyridine ring system, which consists of a furan ring fused to a pyridine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Furopyridines

Sub Class

Not Available

Direct Parent

Furopyridines

Alternative Parents

Substituents

Furopyridine
Alkyl aryl ether
Pyridine
Furan
Tertiary alcohol
Heteroaromatic compound
Secondary alcohol
Azacycle
Ether
Dialkyl ether
Oxacycle
Hydrocarbon derivative
Alcohol
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen 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	2.15	ALOGPS
logP	1.81	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	13.72	ChemAxon
pKa (Strongest Basic)	0.17	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	84.95 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	88.65 m³·mol⁻¹	ChemAxon
Polarizability	36.02 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

C00052381

Chemspider ID

656332

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

750646

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Perforine (NP0083593)

MOL for NP0083593 (Perforine)

3D MOL for NP0083593 (Perforine)

3D SDF for NP0083593 (Perforine)

3D-SDF for NP0083593 (Perforine)

PDB for NP0083593 (Perforine)

3D PDB for NP0083593 (Perforine)

SMILES for NP0083593 (Perforine)

INCHI for NP0083593 (Perforine)

Structure for NP0083593 (Perforine)

3D Structure for NP0083593 (Perforine)