NP-MRD: Showing NP-Card for ethyl 7-chloro-2-oxo-4-phenyl-2H-chromen-3-carboxylate (NP0042918)

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Record Information

Version

2.0

Created at

2021-06-21 00:27:43 UTC

Updated at

2021-06-30 00:18:18 UTC

NP-MRD ID

NP0042918

Secondary Accession Numbers

None

Natural Product Identification

Common Name

ethyl 7-chloro-2-oxo-4-phenyl-2H-chromen-3-carboxylate

Provided By

JEOL Database JEOL Logo

Description

CHEMBL2431774 belongs to the class of organic compounds known as neoflavones. These are neoflavonoids with a structure based on the 4-phenylcoumarin skeleton. ethyl 7-chloro-2-oxo-4-phenyl-2H-chromen-3-carboxylate is found in Fomitopsis officinalis. ethyl 7-chloro-2-oxo-4-phenyl-2H-chromen-3-carboxylate was first documented in 2013 (Hwang, C. H., et al.). Based on a literature review very few articles have been published on CHEMBL2431774.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212102273D          

 36 38  0  0  0  0            999 V2000
   -0.2473    0.9117   -2.8848 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9821    1.4121   -2.1497 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4842    0.3929   -1.2742 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9241    0.3630   -0.0381 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0414    1.0892    0.3912 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5374   -0.7317    0.7351 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9739   -1.9600    0.7409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2438   -2.2025   -0.0694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1315   -2.7483   -1.3552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2748   -2.9809   -2.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5332   -2.6697   -1.6079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6516   -2.1263   -0.3293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5109   -1.8941    0.4407 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6269   -3.0067    1.5534 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1251   -4.3127    1.6497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7770   -5.2728    2.4334 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9359   -4.9341    3.1295 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7328   -6.1166    4.0901 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.4485   -3.6447    3.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7849   -2.7019    2.2650 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3433   -1.4152    2.2246 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7622   -0.3996    1.4804 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2650    0.7183    1.4471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0567    0.6797   -2.1855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6052    1.6611   -3.5963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0208   -0.0112   -3.4286 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7728    2.3393   -1.6037 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7760    1.6353   -2.8698 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8442   -2.9915   -1.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1844   -3.4011   -3.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4234   -2.8465   -2.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6329   -1.8771    0.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6192   -1.4609    1.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2199   -4.6073    1.1217 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3726   -6.2804    2.4957 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3496   -3.3696    3.5911 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 23  2  0  0  0  0
  7  8  1  0  0  0  0
 17 16  2  0  0  0  0
  8  9  2  0  0  0  0
 19 17  1  0  0  0  0
  9 10  1  0  0  0  0
 16 15  1  0  0  0  0
 10 11  2  0  0  0  0
 15 14  2  0  0  0  0
 11 12  1  0  0  0  0
 20 19  2  0  0  0  0
 12 13  2  0  0  0  0
 13  8  1  0  0  0  0
 20 21  1  0  0  0  0
  6  4  1  0  0  0  0
 14  7  1  0  0  0  0
  4  3  1  0  0  0  0
  7  6  2  0  0  0  0
  3  2  1  0  0  0  0
  6 22  1  0  0  0  0
  2  1  1  0  0  0  0
 22 21  1  0  0  0  0
  4  5  2  0  0  0  0
 20 14  1  0  0  0  0
 17 18  1  0  0  0  0
 19 36  1  0  0  0  0
 16 35  1  0  0  0  0
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  9 29  1  0  0  0  0
 10 30  1  0  0  0  0
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 12 32  1  0  0  0  0
 13 33  1  0  0  0  0
  2 27  1  0  0  0  0
  2 28  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
M  END

     RDKit          3D

 36 38  0  0  0  0  0  0  0  0999 V2000
   -0.2473    0.9117   -2.8848 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9821    1.4121   -2.1497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4842    0.3929   -1.2742 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9241    0.3630   -0.0381 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0414    1.0892    0.3912 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5374   -0.7317    0.7351 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9739   -1.9600    0.7409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2438   -2.2025   -0.0694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1315   -2.7483   -1.3552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2748   -2.9809   -2.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5332   -2.6697   -1.6079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6516   -2.1263   -0.3293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5109   -1.8941    0.4407 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6269   -3.0067    1.5534 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1251   -4.3127    1.6497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7770   -5.2728    2.4334 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9359   -4.9341    3.1295 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7328   -6.1166    4.0901 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.4485   -3.6447    3.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7849   -2.7019    2.2650 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3433   -1.4152    2.2246 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7622   -0.3996    1.4804 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2650    0.7183    1.4471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0567    0.6797   -2.1855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6052    1.6611   -3.5963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0208   -0.0112   -3.4286 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7728    2.3393   -1.6037 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7760    1.6353   -2.8698 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8442   -2.9915   -1.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1844   -3.4011   -3.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4234   -2.8465   -2.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6329   -1.8771    0.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6192   -1.4609    1.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2199   -4.6073    1.1217 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3726   -6.2804    2.4957 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3496   -3.3696    3.5911 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 23  2  0
  7  8  1  0
 17 16  2  0
  8  9  2  0
 19 17  1  0
  9 10  1  0
 16 15  1  0
 10 11  2  0
 15 14  2  0
 11 12  1  0
 20 19  2  0
 12 13  2  0
 13  8  1  0
 20 21  1  0
  6  4  1  0
 14  7  1  0
  4  3  1  0
  7  6  2  0
  3  2  1  0
  6 22  1  0
  2  1  1  0
 22 21  1  0
  4  5  2  0
 20 14  1  0
 17 18  1  0
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 15 34  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
  2 27  1  0
  2 28  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
M  END


  Mrv1652306212102273D          

 36 38  0  0  0  0            999 V2000
   -0.2473    0.9117   -2.8848 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9821    1.4121   -2.1497 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4842    0.3929   -1.2742 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9241    0.3630   -0.0381 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0414    1.0892    0.3912 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5374   -0.7317    0.7351 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9739   -1.9600    0.7409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2438   -2.2025   -0.0694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1315   -2.7483   -1.3552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2748   -2.9809   -2.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5332   -2.6697   -1.6079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6516   -2.1263   -0.3293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5109   -1.8941    0.4407 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6269   -3.0067    1.5534 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1251   -4.3127    1.6497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7770   -5.2728    2.4334 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9359   -4.9341    3.1295 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7328   -6.1166    4.0901 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.4485   -3.6447    3.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7849   -2.7019    2.2650 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3433   -1.4152    2.2246 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7622   -0.3996    1.4804 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2650    0.7183    1.4471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0567    0.6797   -2.1855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6052    1.6611   -3.5963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0208   -0.0112   -3.4286 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7728    2.3393   -1.6037 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7760    1.6353   -2.8698 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8442   -2.9915   -1.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1844   -3.4011   -3.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4234   -2.8465   -2.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6329   -1.8771    0.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6192   -1.4609    1.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2199   -4.6073    1.1217 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3726   -6.2804    2.4957 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3496   -3.3696    3.5911 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 23  2  0  0  0  0
  7  8  1  0  0  0  0
 17 16  2  0  0  0  0
  8  9  2  0  0  0  0
 19 17  1  0  0  0  0
  9 10  1  0  0  0  0
 16 15  1  0  0  0  0
 10 11  2  0  0  0  0
 15 14  2  0  0  0  0
 11 12  1  0  0  0  0
 20 19  2  0  0  0  0
 12 13  2  0  0  0  0
 13  8  1  0  0  0  0
 20 21  1  0  0  0  0
  6  4  1  0  0  0  0
 14  7  1  0  0  0  0
  4  3  1  0  0  0  0
  7  6  2  0  0  0  0
  3  2  1  0  0  0  0
  6 22  1  0  0  0  0
  2  1  1  0  0  0  0
 22 21  1  0  0  0  0
  4  5  2  0  0  0  0
 20 14  1  0  0  0  0
 17 18  1  0  0  0  0
 19 36  1  0  0  0  0
 16 35  1  0  0  0  0
 15 34  1  0  0  0  0
  9 29  1  0  0  0  0
 10 30  1  0  0  0  0
 11 31  1  0  0  0  0
 12 32  1  0  0  0  0
 13 33  1  0  0  0  0
  2 27  1  0  0  0  0
  2 28  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0042918

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C([H])C([H])=C(C([H])=C1[H])C1=C(C(=O)OC([H])([H])C([H])([H])[H])C(=O)OC2=C([H])C(Cl)=C([H])C([H])=C12

> <INCHI_IDENTIFIER>
InChI=1S/C18H13ClO4/c1-2-22-17(20)16-15(11-6-4-3-5-7-11)13-9-8-12(19)10-14(13)23-18(16)21/h3-10H,2H2,1H3

> <INCHI_KEY>
AZRLMGWCJSYTGR-UHFFFAOYSA-N

> <FORMULA>
C18H13ClO4

> <MOLECULAR_WEIGHT>
328.75

> <EXACT_MASS>
328.0502366

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
32.81148474364234

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
ethyl 7-chloro-2-oxo-4-phenyl-2H-chromene-3-carboxylate

> <ALOGPS_LOGP>
4.30

> <JCHEM_LOGP>
4.143881301666667

> <ALOGPS_LOGS>
-5.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.988194906910957

> <JCHEM_POLAR_SURFACE_AREA>
52.6

> <JCHEM_REFRACTIVITY>
95.4981

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.56e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethyl 7-chloro-2-oxo-4-phenylchromene-3-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 36 38  0  0  0  0  0  0  0  0999 V2000
   -0.2473    0.9117   -2.8848 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9821    1.4121   -2.1497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4842    0.3929   -1.2742 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9241    0.3630   -0.0381 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0414    1.0892    0.3912 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5374   -0.7317    0.7351 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9739   -1.9600    0.7409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2438   -2.2025   -0.0694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1315   -2.7483   -1.3552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2748   -2.9809   -2.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5332   -2.6697   -1.6079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6516   -2.1263   -0.3293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5109   -1.8941    0.4407 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6269   -3.0067    1.5534 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1251   -4.3127    1.6497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7770   -5.2728    2.4334 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9359   -4.9341    3.1295 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7328   -6.1166    4.0901 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.4485   -3.6447    3.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7849   -2.7019    2.2650 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3433   -1.4152    2.2246 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7622   -0.3996    1.4804 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2650    0.7183    1.4471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0567    0.6797   -2.1855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6052    1.6611   -3.5963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0208   -0.0112   -3.4286 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7728    2.3393   -1.6037 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7760    1.6353   -2.8698 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8442   -2.9915   -1.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1844   -3.4011   -3.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4234   -2.8465   -2.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6329   -1.8771    0.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6192   -1.4609    1.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2199   -4.6073    1.1217 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3726   -6.2804    2.4957 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3496   -3.3696    3.5911 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 23  2  0
  7  8  1  0
 17 16  2  0
  8  9  2  0
 19 17  1  0
  9 10  1  0
 16 15  1  0
 10 11  2  0
 15 14  2  0
 11 12  1  0
 20 19  2  0
 12 13  2  0
 13  8  1  0
 20 21  1  0
  6  4  1  0
 14  7  1  0
  4  3  1  0
  7  6  2  0
  3  2  1  0
  6 22  1  0
  2  1  1  0
 22 21  1  0
  4  5  2  0
 20 14  1  0
 17 18  1  0
 19 36  1  0
 16 35  1  0
 15 34  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
  2 27  1  0
  2 28  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0      -0.247   0.912  -2.885  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.982   1.412  -2.150  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.484   0.393  -1.274  0.00  0.00           O+0
HETATM    4  C   UNK     0       0.924   0.363  -0.038  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.041   1.089   0.391  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.537  -0.732   0.735  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.974  -1.960   0.741  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.244  -2.203  -0.069  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.132  -2.748  -1.355  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.275  -2.981  -2.121  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.533  -2.670  -1.608  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.652  -2.126  -0.329  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.511  -1.894   0.441  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.627  -3.007   1.553  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.125  -4.313   1.650  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.777  -5.273   2.433  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.936  -4.934   3.130  0.00  0.00           C+0
HETATM   18 Cl   UNK     0       3.733  -6.117   4.090  0.00  0.00          Cl+0
HETATM   19  C   UNK     0       3.449  -3.645   3.051  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.785  -2.702   2.265  0.00  0.00           C+0
HETATM   21  O   UNK     0       3.343  -1.415   2.225  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.762  -0.400   1.480  0.00  0.00           C+0
HETATM   23  O   UNK     0       3.265   0.718   1.447  0.00  0.00           O+0
HETATM   24  H   UNK     0      -1.057   0.680  -2.186  0.00  0.00           H+0
HETATM   25  H   UNK     0      -0.605   1.661  -3.596  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.021  -0.011  -3.429  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.773   2.339  -1.604  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.776   1.635  -2.870  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.844  -2.991  -1.770  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.184  -3.401  -3.119  0.00  0.00           H+0
HETATM   31  H   UNK     0      -3.423  -2.846  -2.207  0.00  0.00           H+0
HETATM   32  H   UNK     0      -3.633  -1.877   0.067  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.619  -1.461   1.433  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.220  -4.607   1.122  0.00  0.00           H+0
HETATM   35  H   UNK     0       1.373  -6.280   2.496  0.00  0.00           H+0
HETATM   36  H   UNK     0       4.350  -3.370   3.591  0.00  0.00           H+0
CONECT    1    2   24   25   26                                             
CONECT    2    3    1   27   28                                             
CONECT    3    4    2                                                       
CONECT    4    6    3    5                                                  
CONECT    5    4                                                            
CONECT    6    4    7   22                                                  
CONECT    7    8   14    6                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10   29                                                  
CONECT   10    9   11   30                                                  
CONECT   11   10   12   31                                                  
CONECT   12   11   13   32                                                  
CONECT   13   12    8   33                                                  
CONECT   14   15    7   20                                                  
CONECT   15   16   14   34                                                  
CONECT   16   17   15   35                                                  
CONECT   17   16   19   18                                                  
CONECT   18   17                                                            
CONECT   19   17   20   36                                                  
CONECT   20   19   21   14                                                  
CONECT   21   20   22                                                       
CONECT   22   23    6   21                                                  
CONECT   23   22                                                            
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    2                                                            
CONECT   28    2                                                            
CONECT   29    9                                                            
CONECT   30   10                                                            
CONECT   31   11                                                            
CONECT   32   12                                                            
CONECT   33   13                                                            
CONECT   34   15                                                            
CONECT   35   16                                                            
CONECT   36   19                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   76    0
END

RDKit          3D

36 38  0  0  0  0  0  0  0  0999 V2000
   -0.2473    0.9117   -2.8848 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9821    1.4121   -2.1497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4842    0.3929   -1.2742 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9241    0.3630   -0.0381 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0414    1.0892    0.3912 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5374   -0.7317    0.7351 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9739   -1.9600    0.7409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2438   -2.2025   -0.0694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1315   -2.7483   -1.3552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2748   -2.9809   -2.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5332   -2.6697   -1.6079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6516   -2.1263   -0.3293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5109   -1.8941    0.4407 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6269   -3.0067    1.5534 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1251   -4.3127    1.6497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7770   -5.2728    2.4334 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9359   -4.9341    3.1295 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7328   -6.1166    4.0901 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.4485   -3.6447    3.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7849   -2.7019    2.2650 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3433   -1.4152    2.2246 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7622   -0.3996    1.4804 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2650    0.7183    1.4471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0567    0.6797   -2.1855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6052    1.6611   -3.5963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0208   -0.0112   -3.4286 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7728    2.3393   -1.6037 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7760    1.6353   -2.8698 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8442   -2.9915   -1.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1844   -3.4011   -3.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4234   -2.8465   -2.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6329   -1.8771    0.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6192   -1.4609    1.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2199   -4.6073    1.1217 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3726   -6.2804    2.4957 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3496   -3.3696    3.5911 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 23  2  0
  7  8  1  0
 17 16  2  0
  8  9  2  0
 19 17  1  0
  9 10  1  0
 16 15  1  0
 10 11  2  0
 15 14  2  0
 11 12  1  0
 20 19  2  0
 12 13  2  0
 13  8  1  0
 20 21  1  0
  6  4  1  0
 14  7  1  0
  4  3  1  0
  7  6  2  0
  3  2  1  0
  6 22  1  0
  2  1  1  0
 22 21  1  0
  4  5  2  0
 20 14  1  0
 17 18  1  0
 19 36  1  0
 16 35  1  0
 15 34  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
  2 27  1  0
  2 28  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₃ClO₄

Average Mass

328.7500 Da

Monoisotopic Mass

328.05024 Da

IUPAC Name

ethyl 7-chloro-2-oxo-4-phenyl-2H-chromene-3-carboxylate

Traditional Name

ethyl 7-chloro-2-oxo-4-phenylchromene-3-carboxylate

CAS Registry Number

Not Available

SMILES

[H]C1=C([H])C([H])=C(C([H])=C1[H])C1=C(C(=O)OC([H])([H])C([H])([H])[H])C(=O)OC2=C([H])C(Cl)=C([H])C([H])=C12

InChI Identifier

InChI=1S/C18H13ClO4/c1-2-22-17(20)16-15(11-6-4-3-5-7-11)13-9-8-12(19)10-14(13)23-18(16)21/h3-10H,2H2,1H3

InChI Key

AZRLMGWCJSYTGR-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Fomitopsis officinalis	JEOL database	Hwang, C. H., et al, J. Nat. Prod. 76, 1916 (2013)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as neoflavones. These are neoflavonoids with a structure based on the 4-phenylcoumarin skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Neoflavonoids

Sub Class

Neoflavones

Direct Parent

Neoflavones

Alternative Parents

Substituents

4-phenylcoumarin
Coumarin
Benzopyran
1-benzopyran
Pyranone
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Pyran
Heteroaromatic compound
Carboxylic acid ester
Lactone
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organochloride
Organohalogen 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	4.3	ALOGPS
logP	4.14	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	95.5 m³·mol⁻¹	ChemAxon
Polarizability	32.81 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

Not Available

Chemspider ID

30834771

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73353879

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Hwang, C. H., et al. (2013). Hwang, C. H., et al, J. Nat. Prod. 76, 1916 (2013). J. Nat. Prod..

Showing NP-Card for ethyl 7-chloro-2-oxo-4-phenyl-2H-chromen-3-carboxylate (NP0042918)

MOL for NP0042918 (ethyl 7-chloro-2-oxo-4-phenyl-2H-chromen-3-carboxylate)

3D MOL for NP0042918 (ethyl 7-chloro-2-oxo-4-phenyl-2H-chromen-3-carboxylate)

3D SDF for NP0042918 (ethyl 7-chloro-2-oxo-4-phenyl-2H-chromen-3-carboxylate)

3D-SDF for NP0042918 (ethyl 7-chloro-2-oxo-4-phenyl-2H-chromen-3-carboxylate)

PDB for NP0042918 (ethyl 7-chloro-2-oxo-4-phenyl-2H-chromen-3-carboxylate)

3D PDB for NP0042918 (ethyl 7-chloro-2-oxo-4-phenyl-2H-chromen-3-carboxylate)

SMILES for NP0042918 (ethyl 7-chloro-2-oxo-4-phenyl-2H-chromen-3-carboxylate)

INCHI for NP0042918 (ethyl 7-chloro-2-oxo-4-phenyl-2H-chromen-3-carboxylate)

Structure for NP0042918 (ethyl 7-chloro-2-oxo-4-phenyl-2H-chromen-3-carboxylate)

3D Structure for NP0042918 (ethyl 7-chloro-2-oxo-4-phenyl-2H-chromen-3-carboxylate)