NP-MRD: Showing NP-Card for (2r)-2-[(9ar)-3-hexanoyl-9a-methyl-2,9-dioxo-6-[(1e)-prop-1-en-1-yl]furo[3,2-g]isoquinolin-7-yl]propanoic acid (NP0191786)

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Record Information

Version

2.0

Created at

2022-09-04 08:51:11 UTC

Updated at

2022-09-04 08:51:11 UTC

NP-MRD ID

NP0191786

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r)-2-[(9ar)-3-hexanoyl-9a-methyl-2,9-dioxo-6-[(1e)-prop-1-en-1-yl]furo[3,2-g]isoquinolin-7-yl]propanoic acid

Description

(2R)-2-[(9aR)-3-hexanoyl-9a-methyl-2,9-dioxo-6-(prop-1-en-1-yl)-2H,7H,9H,9aH-furo[3,2-g]isoquinolin-7-yl]propanoic acid belongs to the class of organic compounds known as alanine and derivatives. Alanine and derivatives are compounds containing alanine or a derivative thereof resulting from reaction of alanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Based on a literature review very few articles have been published on (2R)-2-[(9aR)-3-hexanoyl-9a-methyl-2,9-dioxo-6-(prop-1-en-1-yl)-2H,7H,9H,9aH-furo[3,2-g]isoquinolin-7-yl]propanoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042210512D          

 31 33  0  0  1  0            999 V2000
   -4.9699    5.2232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7149    4.4386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2670    3.8255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0120    3.0409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2051    2.8693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9501    2.0847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1432    1.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8882    1.1286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1345    0.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4201    1.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4201    2.0305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7056    0.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0089    1.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7233    0.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4378    1.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1523    0.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2208   -0.0275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6077   -0.5795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0277   -0.1990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4402    0.5155    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9252   -0.1520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2472    0.6870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7992    0.0739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5022    1.4716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3091    1.6431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5641    2.4278    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3710    2.5993    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.9231    1.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6260    3.3839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0739    3.9970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4329    3.5554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  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  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  9 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
  8 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
  6 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
  4 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
M  END

     RDKit          3D

 58 60  0  0  0  0  0  0  0  0999 V2000
   -6.3767    2.0283    2.1671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6245    0.9561    1.3975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3857    1.1087    1.0554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4612    0.2725    0.3409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2129    0.8233    0.2083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1617    0.1308   -0.4733 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0576    0.6840   -0.6052 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1164   -0.0227   -1.2926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4299    0.0500   -1.1497 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1967    0.8867   -0.2425 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6428    1.6779    0.5500 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6723    0.8038   -0.2529 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3000    1.7399    0.7499 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7950    1.6652    0.7466 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3198    0.2968    1.0787 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8211   -0.0703    2.4664 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9855   -0.9523   -2.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1919   -1.2246   -2.2645 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9434   -1.6108   -2.7474 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7692   -0.9971   -2.3799 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1637   -0.2132   -3.5317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2695   -1.8771   -1.7650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2912   -3.1076   -1.7986 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3635   -1.1823   -1.0557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5613   -1.6867   -0.9173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6589   -0.9992   -0.2240 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9052   -1.6895   -0.2126 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9392   -1.0329   -1.0854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3809   -2.1948    1.0732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4747   -2.7939    1.1645 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6218   -2.0157    2.2142 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1759    1.5690    2.7745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8483    2.7475    1.4754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6265    2.5595    2.7662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1669    0.1013    1.1744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0152    2.1189    1.4146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0007    1.7925    0.6176 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2159    1.6516   -0.1881 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0314   -0.2394   -0.1289 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0798    1.1215   -1.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0035    2.7746    0.5754 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9597    1.4698    1.7788 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2122    1.9768   -0.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2519    2.3700    1.4690 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4256    0.3554    1.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0076   -0.4191    0.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5853   -0.6368    3.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4774    0.8276    3.0069 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9221   -0.7277    2.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6712    0.7513   -3.6601 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3577   -0.8141   -4.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9104   -0.0575   -3.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7049   -2.6730   -1.3537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6871   -2.6575   -0.8433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0323   -1.5318   -2.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7630    0.0386   -1.2455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9407   -1.1840   -0.6043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0459   -2.7381    2.6241 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12 10  1  0
 10 11  2  0
 10  9  1  0
  9  8  2  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  4 26  1  0
 26 25  1  0
 25 24  2  0
 24 22  1  0
 22 23  2  0
 22 20  1  0
 20 21  1  6
 20 19  1  0
 19 17  1  0
 17 18  2  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 29 31  1  0
 29 30  2  0
 17  9  1  0
 20  8  1  0
 24  6  1  0
 16 47  1  0
 16 48  1  0
 16 49  1  0
 15 45  1  0
 15 46  1  0
 14 43  1  0
 14 44  1  0
 13 41  1  0
 13 42  1  0
 12 39  1  0
 12 40  1  0
  7 38  1  0
  5 37  1  0
  3 36  1  0
  2 35  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
 25 53  1  0
 21 50  1  0
 21 51  1  0
 21 52  1  0
 27 54  1  6
 28 55  1  0
 28 56  1  0
 28 57  1  0
 31 58  1  0
M  END


  Mrv1652309042210512D          

 31 33  0  0  1  0            999 V2000
   -4.9699    5.2232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7149    4.4386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2670    3.8255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0120    3.0409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2051    2.8693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9501    2.0847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1432    1.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8882    1.1286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1345    0.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4201    1.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4201    2.0305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7056    0.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0089    1.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7233    0.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4378    1.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1523    0.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2208   -0.0275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6077   -0.5795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0277   -0.1990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4402    0.5155    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9252   -0.1520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2472    0.6870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7992    0.0739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5022    1.4716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3091    1.6431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5641    2.4278    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3710    2.5993    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.9231    1.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6260    3.3839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0739    3.9970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4329    3.5554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  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  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  9 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
  8 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
  6 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
  4 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0191786

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC(=O)C1=C2C=C3C=C(\C=C\C)N(C=C3C(=O)[C@]2(C)OC1=O)[C@H](C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H27NO6/c1-5-7-8-10-19(26)20-18-12-15-11-16(9-6-2)25(14(3)22(28)29)13-17(15)21(27)24(18,4)31-23(20)30/h6,9,11-14H,5,7-8,10H2,1-4H3,(H,28,29)/b9-6+/t14-,24-/m1/s1

> <INCHI_KEY>
XMFXGIQZMVOSTB-RFQKKGPASA-N

> <FORMULA>
C24H27NO6

> <MOLECULAR_WEIGHT>
425.481

> <EXACT_MASS>
425.183837593

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
46.137248218408764

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R)-2-[(9aR)-3-hexanoyl-9a-methyl-2,9-dioxo-6-[(1E)-prop-1-en-1-yl]-2H,7H,9H,9aH-furo[3,2-g]isoquinolin-7-yl]propanoic acid

> <JCHEM_LOGP>
3.759620428333332

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.3841867740195

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.955577479337103

> <JCHEM_PKA_STRONGEST_BASIC>
-4.561478938790983

> <JCHEM_POLAR_SURFACE_AREA>
100.98

> <JCHEM_REFRACTIVITY>
118.83139999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-[(9aR)-3-hexanoyl-9a-methyl-2,9-dioxo-6-[(1E)-prop-1-en-1-yl]furo[3,2-g]isoquinolin-7-yl]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0      -9.277   9.750   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.801   8.285   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.832   7.141   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.356   5.676   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.849   5.356   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -7.374   3.891   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.867   3.571   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.391   2.107   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.984   1.480   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.651   2.250   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.651   3.790   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.317   1.480   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.017   2.250   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.350   1.480   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.684   2.250   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.018   1.480   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.145  -0.051   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -3.001  -1.082   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -5.652  -0.371   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -6.422   0.962   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -7.327  -0.284   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -7.928   1.282   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -8.959   0.138   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -8.404   2.747   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -9.910   3.067   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0     -10.386   4.532   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0     -11.893   4.852   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -12.923   3.708   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -12.368   6.317   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0     -11.338   7.461   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0     -13.875   6.637   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   26                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   24                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   20                                                  
CONECT    9    8   10   17                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17    9   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19    8   21   22                                             
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22    6   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25    4   27                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Value	Source
(2R)-2-[(9AR)-3-hexanoyl-9a-methyl-2,9-dioxo-6-(prop-1-en-1-yl)-2H,7H,9H,9ah-furo[3,2-g]isoquinolin-7-yl]propanoate	Generator

Chemical Formula

C₂₄H₂₇NO₆

Average Mass

425.4810 Da

Monoisotopic Mass

425.18384 Da

IUPAC Name

(2R)-2-[(9aR)-3-hexanoyl-9a-methyl-2,9-dioxo-6-[(1E)-prop-1-en-1-yl]-2H,7H,9H,9aH-furo[3,2-g]isoquinolin-7-yl]propanoic acid

Traditional Name

(2R)-2-[(9aR)-3-hexanoyl-9a-methyl-2,9-dioxo-6-[(1E)-prop-1-en-1-yl]furo[3,2-g]isoquinolin-7-yl]propanoic acid

CAS Registry Number

Not Available

SMILES

CCCCCC(=O)C1=C2C=C3C=C(\C=C\C)N(C=C3C(=O)[C@]2(C)OC1=O)[C@H](C)C(O)=O

InChI Identifier

InChI=1S/C24H27NO6/c1-5-7-8-10-19(26)20-18-12-15-11-16(9-6-2)25(14(3)22(28)29)13-17(15)21(27)24(18,4)31-23(20)30/h6,9,11-14H,5,7-8,10H2,1-4H3,(H,28,29)/b9-6+/t14-,24-/m1/s1

InChI Key

XMFXGIQZMVOSTB-RFQKKGPASA-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 alanine and derivatives. Alanine and derivatives are compounds containing alanine or a derivative thereof resulting from reaction of alanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alanine and derivatives

Alternative Parents

Substituents

Alanine or derivatives
Alpha-amino acid
Tetrahydroisoquinoline
D-alpha-amino acid
Cyclohexenone
Dihydropyridine
Alpha-acyloxy ketone
2-furanone
Dicarboxylic acid or derivatives
Dihydrofuran
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Vinylogous amide
Carboxylic acid ester
Ketone
Lactone
Tertiary amine
Amino acid
Tertiary aliphatic amine
Organoheterocyclic compound
Azacycle
Enamine
Allylamine
Carboxylic acid
Oxacycle
Organooxygen compound
Organonitrogen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Amine
Hydrocarbon derivative
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	3.76	ChemAxon
pKa (Strongest Acidic)	3.96	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	100.98 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	118.83 m³·mol⁻¹	ChemAxon
Polarizability	46.14 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	Yes	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

8987608

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10812303

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r)-2-[(9ar)-3-hexanoyl-9a-methyl-2,9-dioxo-6-[(1e)-prop-1-en-1-yl]furo[3,2-g]isoquinolin-7-yl]propanoic acid (NP0191786)

MOL for NP0191786 ((2r)-2-[(9ar)-3-hexanoyl-9a-methyl-2,9-dioxo-6-[(1e)-prop-1-en-1-yl]furo[3,2-g]isoquinolin-7-yl]propanoic acid)

3D MOL for NP0191786 ((2r)-2-[(9ar)-3-hexanoyl-9a-methyl-2,9-dioxo-6-[(1e)-prop-1-en-1-yl]furo[3,2-g]isoquinolin-7-yl]propanoic acid)

3D SDF for NP0191786 ((2r)-2-[(9ar)-3-hexanoyl-9a-methyl-2,9-dioxo-6-[(1e)-prop-1-en-1-yl]furo[3,2-g]isoquinolin-7-yl]propanoic acid)

3D-SDF for NP0191786 ((2r)-2-[(9ar)-3-hexanoyl-9a-methyl-2,9-dioxo-6-[(1e)-prop-1-en-1-yl]furo[3,2-g]isoquinolin-7-yl]propanoic acid)

PDB for NP0191786 ((2r)-2-[(9ar)-3-hexanoyl-9a-methyl-2,9-dioxo-6-[(1e)-prop-1-en-1-yl]furo[3,2-g]isoquinolin-7-yl]propanoic acid)

3D PDB for NP0191786 ((2r)-2-[(9ar)-3-hexanoyl-9a-methyl-2,9-dioxo-6-[(1e)-prop-1-en-1-yl]furo[3,2-g]isoquinolin-7-yl]propanoic acid)

SMILES for NP0191786 ((2r)-2-[(9ar)-3-hexanoyl-9a-methyl-2,9-dioxo-6-[(1e)-prop-1-en-1-yl]furo[3,2-g]isoquinolin-7-yl]propanoic acid)

INCHI for NP0191786 ((2r)-2-[(9ar)-3-hexanoyl-9a-methyl-2,9-dioxo-6-[(1e)-prop-1-en-1-yl]furo[3,2-g]isoquinolin-7-yl]propanoic acid)

Structure for NP0191786 ((2r)-2-[(9ar)-3-hexanoyl-9a-methyl-2,9-dioxo-6-[(1e)-prop-1-en-1-yl]furo[3,2-g]isoquinolin-7-yl]propanoic acid)

3D Structure for NP0191786 ((2r)-2-[(9ar)-3-hexanoyl-9a-methyl-2,9-dioxo-6-[(1e)-prop-1-en-1-yl]furo[3,2-g]isoquinolin-7-yl]propanoic acid)