NP-MRD: Showing NP-Card for Marinopyrrole F (NP0009149)

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Record Information

Version

2.0

Created at

2020-12-09 06:35:18 UTC

Updated at

2021-07-15 17:02:26 UTC

NP-MRD ID

NP0009149

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Marinopyrrole F

Provided By

NPAtlas

Description

4,9,10-Trichloro-6-(2-hydroxybenzoyl)-2-oxa-7,11-diazatetracyclo[12.4.0.0³,⁷.0⁸,¹²]Octadeca-1(18),3,5,8(12),9,14,16-heptaen-13-one belongs to the class of organic compounds known as aryl-phenylketones. These are aromatic compounds containing a ketone substituted by one aryl group, and a phenyl group. Marinopyrrole F is found in Streptomyces sp. CNQ-418. Based on a literature review very few articles have been published on 4,9,10-trichloro-6-(2-hydroxybenzoyl)-2-oxa-7,11-diazatetracyclo[12.4.0.0³,⁷.0⁸,¹²]Octadeca-1(18),3,5,8(12),9,14,16-heptaen-13-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106323D          

 42 46  0  0  0  0            999 V2000
    1.9369    0.0616   -2.5774 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9359    0.1247   -1.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9449   -0.6614   -0.6407 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8080   -1.1412   -1.6192 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8994   -1.9124   -1.3081 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1401   -2.2169    0.0239 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2910   -1.7503    1.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2093   -0.9829    0.6911 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5421   -0.6672    1.9276 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1365   -0.6342    2.1647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5448   -1.3410    3.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3597   -2.3738    4.2835 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.8085   -1.0683    3.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0402   -0.1796    1.9754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3484    0.1637    1.5419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2000    0.4102    2.4832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9042    0.2801    0.2119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2723   -0.3525   -0.8352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7877   -0.3513   -2.1407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9715    0.3083   -2.3783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6047    0.9364   -1.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0879    0.9358   -0.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8461    1.6160    0.8731 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1563    0.0609    1.4868 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    1.0137    0.4237 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9042    1.0006   -0.8001 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5395    2.1025   -1.4425 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3372    2.8015   -0.6579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0469    4.3204   -1.1630 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5446    2.1296    0.5296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3981    2.6987    1.9125 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6006   -0.8923   -2.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5723   -2.2882   -2.0516 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9933   -2.8245    0.3146 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4835   -1.9928    2.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5562   -1.4831    3.6827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3545   -0.9173   -0.7527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2987   -0.8429   -2.9656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4123    0.3354   -3.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5420    1.4472   -1.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7667    1.8054    1.8185 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9094    2.3216   -2.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  7  8  2  0  0  0  0
  8  9  1  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
 11 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
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 14 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 30 31  1  0  0  0  0
 26  2  1  0  0  0  0
  8  3  1  0  0  0  0
 24 10  1  0  0  0  0
 30 25  1  0  0  0  0
 22 17  1  0  0  0  0
  4 32  1  0  0  0  0
  5 33  1  0  0  0  0
  6 34  1  0  0  0  0
  7 35  1  0  0  0  0
 13 36  1  0  0  0  0
 18 37  1  0  0  0  0
 19 38  1  0  0  0  0
 20 39  1  0  0  0  0
 21 40  1  0  0  0  0
 23 41  1  0  0  0  0
 27 42  1  0  0  0  0
M  END

     RDKit          3D

 42 46  0  0  0  0  0  0  0  0999 V2000
    1.9369    0.0616   -2.5774 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9359    0.1247   -1.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9449   -0.6614   -0.6407 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8080   -1.1412   -1.6192 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8994   -1.9124   -1.3081 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1401   -2.2169    0.0239 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2910   -1.7503    1.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2093   -0.9829    0.6911 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5421   -0.6672    1.9276 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1365   -0.6342    2.1647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5448   -1.3410    3.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3597   -2.3738    4.2835 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.8085   -1.0683    3.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0402   -0.1796    1.9754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3484    0.1637    1.5419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2000    0.4102    2.4832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9042    0.2801    0.2119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2723   -0.3525   -0.8352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7877   -0.3513   -2.1407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9715    0.3083   -2.3783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6047    0.9364   -1.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0879    0.9358   -0.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8461    1.6160    0.8731 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1563    0.0609    1.4868 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    1.0137    0.4237 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9042    1.0006   -0.8001 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5395    2.1025   -1.4425 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3372    2.8015   -0.6579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0469    4.3204   -1.1630 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5446    2.1296    0.5296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3981    2.6987    1.9125 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6006   -0.8923   -2.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5723   -2.2882   -2.0516 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9933   -2.8245    0.3146 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4835   -1.9928    2.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5562   -1.4831    3.6827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3545   -0.9173   -0.7527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2987   -0.8429   -2.9656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4123    0.3354   -3.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5420    1.4472   -1.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7667    1.8054    1.8185 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9094    2.3216   -2.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 14 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 30 31  1  0
 26  2  1  0
  8  3  1  0
 24 10  1  0
 30 25  1  0
 22 17  1  0
  4 32  1  0
  5 33  1  0
  6 34  1  0
  7 35  1  0
 13 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 21 40  1  0
 23 41  1  0
 27 42  1  0
M  END


  Mrv1652306242106323D          

 42 46  0  0  0  0            999 V2000
    1.9369    0.0616   -2.5774 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9359    0.1247   -1.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9449   -0.6614   -0.6407 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8080   -1.1412   -1.6192 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8994   -1.9124   -1.3081 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1401   -2.2169    0.0239 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2910   -1.7503    1.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2093   -0.9829    0.6911 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5421   -0.6672    1.9276 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1365   -0.6342    2.1647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5448   -1.3410    3.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3597   -2.3738    4.2835 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.8085   -1.0683    3.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0402   -0.1796    1.9754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3484    0.1637    1.5419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2000    0.4102    2.4832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9042    0.2801    0.2119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2723   -0.3525   -0.8352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7877   -0.3513   -2.1407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9715    0.3083   -2.3783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6047    0.9364   -1.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0879    0.9358   -0.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8461    1.6160    0.8731 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1563    0.0609    1.4868 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    1.0137    0.4237 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9042    1.0006   -0.8001 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5395    2.1025   -1.4425 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3372    2.8015   -0.6579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0469    4.3204   -1.1630 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5446    2.1296    0.5296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3981    2.6987    1.9125 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6006   -0.8923   -2.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5723   -2.2882   -2.0516 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9933   -2.8245    0.3146 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4835   -1.9928    2.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5562   -1.4831    3.6827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3545   -0.9173   -0.7527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2987   -0.8429   -2.9656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4123    0.3354   -3.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5420    1.4472   -1.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7667    1.8054    1.8185 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9094    2.3216   -2.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  7  8  2  0  0  0  0
  8  9  1  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
 11 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
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 14 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 30 31  1  0  0  0  0
 26  2  1  0  0  0  0
  8  3  1  0  0  0  0
 24 10  1  0  0  0  0
 30 25  1  0  0  0  0
 22 17  1  0  0  0  0
  4 32  1  0  0  0  0
  5 33  1  0  0  0  0
  6 34  1  0  0  0  0
  7 35  1  0  0  0  0
 13 36  1  0  0  0  0
 18 37  1  0  0  0  0
 19 38  1  0  0  0  0
 20 39  1  0  0  0  0
 21 40  1  0  0  0  0
 23 41  1  0  0  0  0
 27 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0009149

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C([H])C([H])=C1C(=O)C1=C([H])C(Cl)=C2OC3=C([H])C([H])=C([H])C([H])=C3C(=O)C3=C(N12)C(Cl)=C(Cl)N3[H]

> <INCHI_IDENTIFIER>
InChI=1S/C22H11Cl3N2O4/c23-12-9-13(19(29)10-5-1-3-7-14(10)28)27-18-16(24)21(25)26-17(18)20(30)11-6-2-4-8-15(11)31-22(12)27/h1-9,26,28H

> <INCHI_KEY>
UMSYRMLQVAKNRA-UHFFFAOYSA-N

> <FORMULA>
C22H11Cl3N2O4

> <MOLECULAR_WEIGHT>
473.69

> <EXACT_MASS>
471.9784399

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
44.42468092079963

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4,9,10-trichloro-6-(2-hydroxybenzoyl)-2-oxa-7,11-diazatetracyclo[12.4.0.0^{3,7}.0^{8,12}]octadeca-1(18),3,5,8(12),9,14,16-heptaen-13-one

> <ALOGPS_LOGP>
5.67

> <JCHEM_LOGP>
6.263268616333334

> <ALOGPS_LOGS>
-5.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.374399506874001

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.084325899224189

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8118830823268692

> <JCHEM_POLAR_SURFACE_AREA>
84.32

> <JCHEM_REFRACTIVITY>
127.30770000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.35e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,9,10-trichloro-6-(2-hydroxybenzoyl)-2-oxa-7,11-diazatetracyclo[12.4.0.0^{3,7}.0^{8,12}]octadeca-1(18),3,5,8(12),9,14,16-heptaen-13-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 42 46  0  0  0  0  0  0  0  0999 V2000
    1.9369    0.0616   -2.5774 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9359    0.1247   -1.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9449   -0.6614   -0.6407 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8080   -1.1412   -1.6192 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8994   -1.9124   -1.3081 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1401   -2.2169    0.0239 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2910   -1.7503    1.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2093   -0.9829    0.6911 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5421   -0.6672    1.9276 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1365   -0.6342    2.1647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5448   -1.3410    3.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3597   -2.3738    4.2835 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.8085   -1.0683    3.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0402   -0.1796    1.9754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3484    0.1637    1.5419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2000    0.4102    2.4832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9042    0.2801    0.2119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2723   -0.3525   -0.8352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7877   -0.3513   -2.1407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9715    0.3083   -2.3783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6047    0.9364   -1.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0879    0.9358   -0.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8461    1.6160    0.8731 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1563    0.0609    1.4868 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    1.0137    0.4237 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9042    1.0006   -0.8001 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5395    2.1025   -1.4425 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3372    2.8015   -0.6579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0469    4.3204   -1.1630 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5446    2.1296    0.5296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3981    2.6987    1.9125 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6006   -0.8923   -2.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5723   -2.2882   -2.0516 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9933   -2.8245    0.3146 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4835   -1.9928    2.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5562   -1.4831    3.6827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3545   -0.9173   -0.7527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2987   -0.8429   -2.9656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4123    0.3354   -3.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5420    1.4472   -1.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7667    1.8054    1.8185 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9094    2.3216   -2.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 14 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 30 31  1  0
 26  2  1  0
  8  3  1  0
 24 10  1  0
 30 25  1  0
 22 17  1  0
  4 32  1  0
  5 33  1  0
  6 34  1  0
  7 35  1  0
 13 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 21 40  1  0
 23 41  1  0
 27 42  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  O   UNK     0       1.937   0.062  -2.577  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.936   0.125  -1.359  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.945  -0.661  -0.641  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.808  -1.141  -1.619  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.899  -1.912  -1.308  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.140  -2.217   0.024  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.291  -1.750   1.031  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.209  -0.983   0.691  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.542  -0.667   1.928  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.137  -0.634   2.165  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.545  -1.341   3.143  0.00  0.00           C+0
HETATM   12 Cl   UNK     0       1.360  -2.374   4.284  0.00  0.00          Cl+0
HETATM   13  C   UNK     0      -0.809  -1.068   3.038  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.040  -0.180   1.975  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.348   0.164   1.542  0.00  0.00           C+0
HETATM   16  O   UNK     0      -3.200   0.410   2.483  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.904   0.280   0.212  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.272  -0.353  -0.835  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.788  -0.351  -2.141  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.971   0.308  -2.378  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.605   0.936  -1.351  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.088   0.936  -0.043  0.00  0.00           C+0
HETATM   23  O   UNK     0      -4.846   1.616   0.873  0.00  0.00           O+0
HETATM   24  N   UNK     0       0.156   0.061   1.487  0.00  0.00           N+0
HETATM   25  C   UNK     0       0.221   1.014   0.424  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.904   1.001  -0.800  0.00  0.00           C+0
HETATM   27  N   UNK     0       0.540   2.103  -1.442  0.00  0.00           N+0
HETATM   28  C   UNK     0      -0.337   2.801  -0.658  0.00  0.00           C+0
HETATM   29 Cl   UNK     0      -1.047   4.320  -1.163  0.00  0.00          Cl+0
HETATM   30  C   UNK     0      -0.545   2.130   0.530  0.00  0.00           C+0
HETATM   31 Cl   UNK     0      -1.398   2.699   1.913  0.00  0.00          Cl+0
HETATM   32  H   UNK     0       3.601  -0.892  -2.645  0.00  0.00           H+0
HETATM   33  H   UNK     0       5.572  -2.288  -2.052  0.00  0.00           H+0
HETATM   34  H   UNK     0       5.993  -2.825   0.315  0.00  0.00           H+0
HETATM   35  H   UNK     0       4.484  -1.993   2.086  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.556  -1.483   3.683  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.355  -0.917  -0.753  0.00  0.00           H+0
HETATM   38  H   UNK     0      -2.299  -0.843  -2.966  0.00  0.00           H+0
HETATM   39  H   UNK     0      -4.412   0.335  -3.384  0.00  0.00           H+0
HETATM   40  H   UNK     0      -5.542   1.447  -1.585  0.00  0.00           H+0
HETATM   41  H   UNK     0      -4.767   1.805   1.819  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.909   2.322  -2.395  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3   26                                                  
CONECT    3    2    4    8                                                  
CONECT    4    3    5   32                                                  
CONECT    5    4    6   33                                                  
CONECT    6    5    7   34                                                  
CONECT    7    6    8   35                                                  
CONECT    8    7    9    3                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   24                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   36                                                  
CONECT   14   13   15   24                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   22                                                  
CONECT   18   17   19   37                                                  
CONECT   19   18   20   38                                                  
CONECT   20   19   21   39                                                  
CONECT   21   20   22   40                                                  
CONECT   22   21   23   17                                                  
CONECT   23   22   41                                                       
CONECT   24   14   25   10                                                  
CONECT   25   24   26   30                                                  
CONECT   26   25   27    2                                                  
CONECT   27   26   28   42                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   25                                                  
CONECT   31   30                                                            
CONECT   32    4                                                            
CONECT   33    5                                                            
CONECT   34    6                                                            
CONECT   35    7                                                            
CONECT   36   13                                                            
CONECT   37   18                                                            
CONECT   38   19                                                            
CONECT   39   20                                                            
CONECT   40   21                                                            
CONECT   41   23                                                            
CONECT   42   27                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   92    0
END

RDKit          3D

42 46  0  0  0  0  0  0  0  0999 V2000
    1.9369    0.0616   -2.5774 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9359    0.1247   -1.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9449   -0.6614   -0.6407 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8080   -1.1412   -1.6192 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8994   -1.9124   -1.3081 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1401   -2.2169    0.0239 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2910   -1.7503    1.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2093   -0.9829    0.6911 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5421   -0.6672    1.9276 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1365   -0.6342    2.1647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5448   -1.3410    3.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3597   -2.3738    4.2835 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.8085   -1.0683    3.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0402   -0.1796    1.9754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3484    0.1637    1.5419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2000    0.4102    2.4832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9042    0.2801    0.2119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2723   -0.3525   -0.8352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7877   -0.3513   -2.1407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9715    0.3083   -2.3783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6047    0.9364   -1.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0879    0.9358   -0.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8461    1.6160    0.8731 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1563    0.0609    1.4868 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    1.0137    0.4237 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9042    1.0006   -0.8001 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5395    2.1025   -1.4425 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3372    2.8015   -0.6579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0469    4.3204   -1.1630 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5446    2.1296    0.5296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3981    2.6987    1.9125 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6006   -0.8923   -2.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5723   -2.2882   -2.0516 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9933   -2.8245    0.3146 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4835   -1.9928    2.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5562   -1.4831    3.6827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3545   -0.9173   -0.7527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2987   -0.8429   -2.9656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4123    0.3354   -3.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5420    1.4472   -1.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7667    1.8054    1.8185 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9094    2.3216   -2.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 14 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 30 31  1  0
 26  2  1  0
  8  3  1  0
 24 10  1  0
 30 25  1  0
 22 17  1  0
  4 32  1  0
  5 33  1  0
  6 34  1  0
  7 35  1  0
 13 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 21 40  1  0
 23 41  1  0
 27 42  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₂₂H₁₁Cl₃N₂O₄

Average Mass

473.6900 Da

Monoisotopic Mass

471.97844 Da

IUPAC Name

4,9,10-trichloro-6-(2-hydroxybenzoyl)-2-oxa-7,11-diazatetracyclo[12.4.0.0^{3,7}.0^{8,12}]octadeca-1(18),3,5,8(12),9,14,16-heptaen-13-one

Traditional Name

4,9,10-trichloro-6-(2-hydroxybenzoyl)-2-oxa-7,11-diazatetracyclo[12.4.0.0^{3,7}.0^{8,12}]octadeca-1(18),3,5,8(12),9,14,16-heptaen-13-one

CAS Registry Number

Not Available

SMILES

OC1=CC=CC=C1C(=O)C1=CC(Cl)=C2OC3=CC=CC=C3C(=O)C3=C(N12)C(Cl)=C(Cl)N3

InChI Identifier

InChI=1S/C22H11Cl3N2O4/c23-12-9-13(19(29)10-5-1-3-7-14(10)28)27-18-16(24)21(25)26-17(18)20(30)11-6-2-4-8-15(11)31-22(12)27/h1-9,26,28H

InChI Key

UMSYRMLQVAKNRA-UHFFFAOYSA-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
Streptomyces sp. CNQ-418	NPAtlas	20405892

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aryl-phenylketones. These are aromatic compounds containing a ketone substituted by one aryl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Aryl-phenylketones

Alternative Parents

Substituents

Aryl-phenylketone
Diaryl ether
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Substituted pyrrole
Benzenoid
Heteroaromatic compound
Pyrrole
Vinylogous amide
Vinylogous acid
Azacycle
Ether
Oxacycle
Organoheterocyclic compound
Organonitrogen compound
Organochloride
Organohalogen compound
Organic nitrogen compound
Organic oxide
Hydrocarbon derivative
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	5.67	ALOGPS
logP	6.26	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	7.08	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	84.32 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	127.31 m³·mol⁻¹	ChemAxon
Polarizability	44.42 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA014948

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

27024760

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46221634

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Marinopyrrole F (NP0009149)

MOL for NP0009149 (Marinopyrrole F)

3D MOL for NP0009149 (Marinopyrrole F)

3D SDF for NP0009149 (Marinopyrrole F)

3D-SDF for NP0009149 (Marinopyrrole F)

PDB for NP0009149 (Marinopyrrole F)

3D PDB for NP0009149 (Marinopyrrole F)

SMILES for NP0009149 (Marinopyrrole F)

INCHI for NP0009149 (Marinopyrrole F)

Structure for NP0009149 (Marinopyrrole F)

3D Structure for NP0009149 (Marinopyrrole F)