NP-MRD: Showing NP-Card for (7r)-5-chloro-3-[(1e,3z,5s)-3,5-dimethylhepta-1,3-dien-1-yl]-2-(2-hydroxyethyl)-7-methyl-6,8-dioxoisoquinolin-7-yl acetate (NP0152883)

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Record Information

Version

2.0

Created at

2022-09-02 09:26:50 UTC

Updated at

2022-09-02 09:26:50 UTC

NP-MRD ID

NP0152883

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(7r)-5-chloro-3-[(1e,3z,5s)-3,5-dimethylhepta-1,3-dien-1-yl]-2-(2-hydroxyethyl)-7-methyl-6,8-dioxoisoquinolin-7-yl acetate

Description

Peniazaphilone C belongs to the class of organic compounds known as azaphilones. These are a structurally variable family of fungal polyketide metabolites possessing a highly oxygenated pyranoquinone bicyclic core, usually known as isochromene, and a quaternary carbon center. Based on a literature review very few articles have been published on Peniazaphilone C.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022211262D          

 30 31  0  0  1  0            999 V2000
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   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
    0.0000    0.8250    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
    0.7145   -0.4125    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
    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
    2.8579    0.8250    0.0000 Cl  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
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3848   -1.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8545   -2.0127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6670   -2.1560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1973   -1.5240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9492   -2.9313    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
    2.8579   -2.4750    0.0000 O   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 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   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  6  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  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
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 17 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 12 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 10 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END

     RDKit          3D

 58 59  0  0  0  0  0  0  0  0999 V2000
    7.0994   -0.2569    1.9800 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1954    0.9200    1.7269 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2017    0.5456    0.5729 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3277    1.6884    0.3105 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8172   -0.8254    0.6755 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6411   -1.3532    0.5520 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5524   -2.8560    0.7211 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4598   -0.5724    0.2382 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3088   -1.2043    0.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0118   -0.7470   -0.1323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9397   -1.7448   -0.2242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3274   -1.3890   -0.5118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2260   -2.3579   -0.6056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6827   -4.0212   -0.3753 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.6159   -2.0591   -0.8897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3404   -2.9086   -1.4362 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1069   -0.6878   -0.4883 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1895   -0.6955    1.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3530   -0.4623   -1.0714 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0370    0.7144   -0.8550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3628    1.0233   -1.4437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5095    1.5815   -0.1145 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1017    0.3127   -0.9815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3717    1.3499   -1.5982 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6943    0.0023   -0.6908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7935    0.9602   -0.5952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4158    0.5824   -0.3054 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4600    1.7042   -0.1492 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7874    2.2854   -1.4933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3935    2.6936   -2.1012 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6571   -1.0652    2.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0263    0.0495    2.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4676   -0.6947    1.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6205    1.1939    2.6154 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8114    1.7494    1.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9609    0.5630   -0.3207 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9463    1.8252   -0.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9715    2.6789    0.3963 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6112    1.8866    1.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6769   -1.5741    0.8938 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8491   -3.1181    1.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5223   -3.3114    0.8474 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1146   -3.2431   -0.2273 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4417    0.4369    0.0063 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3889   -2.3223    0.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6618   -2.7750   -0.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3981   -1.3458    1.4348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1583   -1.1328    1.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0306    0.3141    1.4516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1779    0.5962   -0.7889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4967    2.1058   -1.4512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5149    0.5512   -2.4380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1046    1.9695   -0.7293 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2481    1.6610    0.5817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2486    2.5661    0.2952 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4991    3.1401   -1.4244 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2355    1.4799   -2.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6355    3.5925   -1.7554 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  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 17 19  1  6
 19 20  1  0
 20 21  1  0
 20 22  2  0
 17 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 27 10  1  0
 25 12  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  6
  4 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  7 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  0
  9 45  1  0
 11 46  1  0
 18 47  1  0
 18 48  1  0
 18 49  1  0
 21 50  1  0
 21 51  1  0
 21 52  1  0
 26 53  1  0
 28 54  1  0
 28 55  1  0
 29 56  1  0
 29 57  1  0
 30 58  1  0
M  END


  Mrv1652309022211262D          

 30 31  0  0  1  0            999 V2000
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   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
    0.0000    0.8250    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
    0.7145   -0.4125    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
    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
    2.8579    0.8250    0.0000 Cl  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
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3848   -1.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8545   -2.0127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6670   -2.1560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1973   -1.5240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9492   -2.9313    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
    2.8579   -2.4750    0.0000 O   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 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   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  6  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  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
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 17 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 12 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 10 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0152883

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H](C)\C=C(\C)/C=C/C1=CC2=C(Cl)C(=O)[C@](C)(OC(C)=O)C(=O)C2=CN1CCO

> <INCHI_IDENTIFIER>
InChI=1S/C23H28ClNO5/c1-6-14(2)11-15(3)7-8-17-12-18-19(13-25(17)9-10-26)21(28)23(5,30-16(4)27)22(29)20(18)24/h7-8,11-14,26H,6,9-10H2,1-5H3/b8-7+,15-11-/t14-,23+/m0/s1

> <INCHI_KEY>
ZQLIAKJHIRHCFA-RDDFFVSWSA-N

> <FORMULA>
C23H28ClNO5

> <MOLECULAR_WEIGHT>
433.93

> <EXACT_MASS>
433.1656007

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
46.249923871870735

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(7R)-5-chloro-3-[(1E,3Z,5S)-3,5-dimethylhepta-1,3-dien-1-yl]-2-(2-hydroxyethyl)-7-methyl-6,8-dioxo-2,6,7,8-tetrahydroisoquinolin-7-yl acetate

> <ALOGPS_LOGP>
3.31

> <JCHEM_LOGP>
3.2776171766666664

> <ALOGPS_LOGS>
-4.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.565854596415434

> <JCHEM_PKA_STRONGEST_BASIC>
-2.551295199527888

> <JCHEM_POLAR_SURFACE_AREA>
83.91000000000001

> <JCHEM_REFRACTIVITY>
121.30429999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.60e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(7R)-5-chloro-3-[(1E,3Z,5S)-3,5-dimethylhepta-1,3-dien-1-yl]-2-(2-hydroxyethyl)-7-methyl-6,8-dioxoisoquinolin-7-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   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       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   14 Cl   UNK     0       5.335   1.540   0.000  0.00  0.00          Cl+0
HETATM   15  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.185  -2.043   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       7.195  -3.757   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       8.712  -4.025   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.702  -2.845   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       9.238  -5.472   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0       1.334  -2.310   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -1.334  -5.390   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   27                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   25                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19   23                                             
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   17   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   12   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   10   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₂₈ClNO₅

Average Mass

433.9300 Da

Monoisotopic Mass

433.16560 Da

IUPAC Name

(7R)-5-chloro-3-[(1E,3Z,5S)-3,5-dimethylhepta-1,3-dien-1-yl]-2-(2-hydroxyethyl)-7-methyl-6,8-dioxo-2,6,7,8-tetrahydroisoquinolin-7-yl acetate

Traditional Name

(7R)-5-chloro-3-[(1E,3Z,5S)-3,5-dimethylhepta-1,3-dien-1-yl]-2-(2-hydroxyethyl)-7-methyl-6,8-dioxoisoquinolin-7-yl acetate

CAS Registry Number

Not Available

SMILES

CC[C@H](C)\C=C(\C)/C=C/C1=CC2=C(Cl)C(=O)[C@](C)(OC(C)=O)C(=O)C2=CN1CCO

InChI Identifier

InChI=1S/C23H28ClNO5/c1-6-14(2)11-15(3)7-8-17-12-18-19(13-25(17)9-10-26)21(28)23(5,30-16(4)27)22(29)20(18)24/h7-8,11-14,26H,6,9-10H2,1-5H3/b8-7+,15-11-/t14-,23+/m0/s1

InChI Key

ZQLIAKJHIRHCFA-RDDFFVSWSA-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 azaphilones. These are a structurally variable family of fungal polyketide metabolites possessing a highly oxygenated pyranoquinone bicyclic core, usually known as isochromene, and a quaternary carbon center.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azaphilones

Sub Class

Not Available

Direct Parent

Azaphilones

Alternative Parents

Substituents

Azaphilone
Isoquinolone
Tetrahydroisoquinoline
Cyclohexenone
Alpha-acyloxy ketone
Dihydropyridine
Alpha-haloketone
Alpha-chloroketone
Vinylogous amide
Cyclic ketone
Tertiary aliphatic amine
Tertiary amine
Ketone
Carboxylic acid ester
Amino acid or derivatives
1,2-aminoalcohol
Allylamine
Azacycle
Chloroalkene
Haloalkene
Vinyl halide
Vinyl chloride
Monocarboxylic acid or derivatives
Enamine
Carboxylic acid derivative
Alkanolamine
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Carbonyl group
Amine
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	3.31	ALOGPS
logP	3.28	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	15.57	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	83.91 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	121.3 m³·mol⁻¹	ChemAxon
Polarizability	46.25 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

Not Available

Chemspider ID

78442057

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139586458

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (7r)-5-chloro-3-[(1e,3z,5s)-3,5-dimethylhepta-1,3-dien-1-yl]-2-(2-hydroxyethyl)-7-methyl-6,8-dioxoisoquinolin-7-yl acetate (NP0152883)

MOL for NP0152883 ((7r)-5-chloro-3-[(1e,3z,5s)-3,5-dimethylhepta-1,3-dien-1-yl]-2-(2-hydroxyethyl)-7-methyl-6,8-dioxoisoquinolin-7-yl acetate)

3D MOL for NP0152883 ((7r)-5-chloro-3-[(1e,3z,5s)-3,5-dimethylhepta-1,3-dien-1-yl]-2-(2-hydroxyethyl)-7-methyl-6,8-dioxoisoquinolin-7-yl acetate)

3D SDF for NP0152883 ((7r)-5-chloro-3-[(1e,3z,5s)-3,5-dimethylhepta-1,3-dien-1-yl]-2-(2-hydroxyethyl)-7-methyl-6,8-dioxoisoquinolin-7-yl acetate)

3D-SDF for NP0152883 ((7r)-5-chloro-3-[(1e,3z,5s)-3,5-dimethylhepta-1,3-dien-1-yl]-2-(2-hydroxyethyl)-7-methyl-6,8-dioxoisoquinolin-7-yl acetate)

PDB for NP0152883 ((7r)-5-chloro-3-[(1e,3z,5s)-3,5-dimethylhepta-1,3-dien-1-yl]-2-(2-hydroxyethyl)-7-methyl-6,8-dioxoisoquinolin-7-yl acetate)

3D PDB for NP0152883 ((7r)-5-chloro-3-[(1e,3z,5s)-3,5-dimethylhepta-1,3-dien-1-yl]-2-(2-hydroxyethyl)-7-methyl-6,8-dioxoisoquinolin-7-yl acetate)

SMILES for NP0152883 ((7r)-5-chloro-3-[(1e,3z,5s)-3,5-dimethylhepta-1,3-dien-1-yl]-2-(2-hydroxyethyl)-7-methyl-6,8-dioxoisoquinolin-7-yl acetate)

INCHI for NP0152883 ((7r)-5-chloro-3-[(1e,3z,5s)-3,5-dimethylhepta-1,3-dien-1-yl]-2-(2-hydroxyethyl)-7-methyl-6,8-dioxoisoquinolin-7-yl acetate)

Structure for NP0152883 ((7r)-5-chloro-3-[(1e,3z,5s)-3,5-dimethylhepta-1,3-dien-1-yl]-2-(2-hydroxyethyl)-7-methyl-6,8-dioxoisoquinolin-7-yl acetate)

3D Structure for NP0152883 ((7r)-5-chloro-3-[(1e,3z,5s)-3,5-dimethylhepta-1,3-dien-1-yl]-2-(2-hydroxyethyl)-7-methyl-6,8-dioxoisoquinolin-7-yl acetate)