NP-MRD: Showing NP-Card for JBIR-87 (NP0009214)

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Record Information

Version

2.0

Created at

2020-12-09 06:38:04 UTC

Updated at

2021-07-15 17:02:37 UTC

NP-MRD ID

NP0009214

Secondary Accession Numbers

None

Natural Product Identification

Common Name

JBIR-87

Provided By

NPAtlas

Description

JBIR-87 is found in Aspergillus. JBIR-87 was first documented in 2010 (PMID: 20461106). Based on a literature review very few articles have been published on methyl 3-({6-benzyl-4-hydroxy-6H-furo[2,3-b]pyrrol-3-yl}oxy)-2-methylpropanoate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106333D          

 43 45  0  0  0  0            999 V2000
   -7.7467    0.8321   -0.5794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6287    0.0913   -0.1475 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4076    0.7215   -0.1074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3106    1.9141   -0.4469 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2177   -0.0210    0.3386 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0297   -1.1962   -0.6010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9740    0.8348    0.2680 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8866    0.0565    0.7084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5862    0.5294    0.7734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0495    1.7570    0.4606 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2351    1.7624    0.6766 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5874    0.5833    1.1242 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4790   -0.2298    1.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8396   -1.4856    1.6778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0199   -2.5545    1.8837 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1946   -1.3904    1.8763 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6460   -0.1719    1.5521 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0000    0.2800    1.6330 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7867    0.0602    0.4160 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4877   -1.1243    0.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2495   -1.3756   -0.8767 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3140   -0.4352   -1.8820 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6190    0.7607   -1.7531 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8685    0.9819   -0.6030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9120    0.7124   -1.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6427    0.4760   -0.0277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5884    1.8892   -0.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3160   -0.3781    1.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9715   -1.7923   -0.6804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6752   -0.8174   -1.5722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2718   -1.8680   -0.1630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7945    1.0727   -0.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0716    1.7819    0.8187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6375    2.6061    0.0816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0089   -2.4699    1.6882 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7937   -2.2125    2.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5448   -0.1746    2.4960 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9725    1.3814    1.8688 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4392   -1.8649    1.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8025   -2.2956   -1.0091 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9066   -0.6367   -2.7648 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6649    1.5085   -2.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3159    1.9013   -0.4707 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  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
 23 24  2  0  0  0  0
 13  9  1  0  0  0  0
 24 19  1  0  0  0  0
 17 12  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  5 28  1  1  0  0  0
  6 29  1  0  0  0  0
  6 30  1  0  0  0  0
  6 31  1  0  0  0  0
  7 32  1  0  0  0  0
  7 33  1  0  0  0  0
 10 34  1  0  0  0  0
 15 35  1  0  0  0  0
 16 36  1  0  0  0  0
 18 37  1  0  0  0  0
 18 38  1  0  0  0  0
 20 39  1  0  0  0  0
 21 40  1  0  0  0  0
 22 41  1  0  0  0  0
 23 42  1  0  0  0  0
 24 43  1  0  0  0  0
M  END

     RDKit          3D

 43 45  0  0  0  0  0  0  0  0999 V2000
   -7.7467    0.8321   -0.5794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6287    0.0913   -0.1475 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4076    0.7215   -0.1074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3106    1.9141   -0.4469 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2177   -0.0210    0.3386 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0297   -1.1962   -0.6010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9740    0.8348    0.2680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8866    0.0565    0.7084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5862    0.5294    0.7734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0495    1.7570    0.4606 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2351    1.7624    0.6766 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5874    0.5833    1.1242 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4790   -0.2298    1.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8396   -1.4856    1.6778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0199   -2.5545    1.8837 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1946   -1.3904    1.8763 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6460   -0.1719    1.5521 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0000    0.2800    1.6330 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7867    0.0602    0.4160 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4877   -1.1243    0.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2495   -1.3756   -0.8767 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3140   -0.4352   -1.8820 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6190    0.7607   -1.7531 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8685    0.9819   -0.6030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9120    0.7124   -1.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6427    0.4760   -0.0277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5884    1.8892   -0.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3160   -0.3781    1.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9715   -1.7923   -0.6804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6752   -0.8174   -1.5722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2718   -1.8680   -0.1630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7945    1.0727   -0.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0716    1.7819    0.8187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6375    2.6061    0.0816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0089   -2.4699    1.6882 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7937   -2.2125    2.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5448   -0.1746    2.4960 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9725    1.3814    1.8688 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4392   -1.8649    1.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8025   -2.2956   -1.0091 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9066   -0.6367   -2.7648 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6649    1.5085   -2.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3159    1.9013   -0.4707 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 13  9  1  0
 24 19  1  0
 17 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  5 28  1  1
  6 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
 10 34  1  0
 15 35  1  0
 16 36  1  0
 18 37  1  0
 18 38  1  0
 20 39  1  0
 21 40  1  0
 22 41  1  0
 23 42  1  0
 24 43  1  0
M  END


  Mrv1652306242106333D          

 43 45  0  0  0  0            999 V2000
   -7.7467    0.8321   -0.5794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6287    0.0913   -0.1475 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4076    0.7215   -0.1074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3106    1.9141   -0.4469 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2177   -0.0210    0.3386 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0297   -1.1962   -0.6010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9740    0.8348    0.2680 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8866    0.0565    0.7084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5862    0.5294    0.7734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0495    1.7570    0.4606 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2351    1.7624    0.6766 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5874    0.5833    1.1242 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4790   -0.2298    1.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8396   -1.4856    1.6778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0199   -2.5545    1.8837 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1946   -1.3904    1.8763 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6460   -0.1719    1.5521 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0000    0.2800    1.6330 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7867    0.0602    0.4160 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4877   -1.1243    0.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2495   -1.3756   -0.8767 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3140   -0.4352   -1.8820 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6190    0.7607   -1.7531 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8685    0.9819   -0.6030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9120    0.7124   -1.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6427    0.4760   -0.0277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5884    1.8892   -0.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3160   -0.3781    1.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9715   -1.7923   -0.6804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6752   -0.8174   -1.5722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2718   -1.8680   -0.1630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7945    1.0727   -0.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0716    1.7819    0.8187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6375    2.6061    0.0816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0089   -2.4699    1.6882 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7937   -2.2125    2.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5448   -0.1746    2.4960 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9725    1.3814    1.8688 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4392   -1.8649    1.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8025   -2.2956   -1.0091 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9066   -0.6367   -2.7648 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6649    1.5085   -2.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3159    1.9013   -0.4707 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  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
 23 24  2  0  0  0  0
 13  9  1  0  0  0  0
 24 19  1  0  0  0  0
 17 12  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  5 28  1  1  0  0  0
  6 29  1  0  0  0  0
  6 30  1  0  0  0  0
  6 31  1  0  0  0  0
  7 32  1  0  0  0  0
  7 33  1  0  0  0  0
 10 34  1  0  0  0  0
 15 35  1  0  0  0  0
 16 36  1  0  0  0  0
 18 37  1  0  0  0  0
 18 38  1  0  0  0  0
 20 39  1  0  0  0  0
 21 40  1  0  0  0  0
 22 41  1  0  0  0  0
 23 42  1  0  0  0  0
 24 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0009214

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])N(C2=C1C(OC([H])([H])[C@@]([H])(C(=O)OC([H])([H])[H])C([H])([H])[H])=C([H])O2)C([H])([H])C1=C([H])C([H])=C([H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H19NO5/c1-12(18(21)22-2)10-23-15-11-24-17-16(15)14(20)9-19(17)8-13-6-4-3-5-7-13/h3-7,9,11-12,20H,8,10H2,1-2H3/t12-/m0/s1

> <INCHI_KEY>
WCEXBIRRFJHGRX-UHFFFAOYSA-N

> <FORMULA>
C18H19NO5

> <MOLECULAR_WEIGHT>
329.352

> <EXACT_MASS>
329.126322716

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
35.42456437837548

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2S)-3-({6-benzyl-4-hydroxy-6H-furo[2,3-b]pyrrol-3-yl}oxy)-2-methylpropanoate

> <ALOGPS_LOGP>
3.37

> <JCHEM_LOGP>
3.381640856666666

> <ALOGPS_LOGS>
-3.77

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.265151623681522

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7405950629495814

> <JCHEM_POLAR_SURFACE_AREA>
73.83000000000001

> <JCHEM_REFRACTIVITY>
86.75680000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.60e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2S)-3-({6-benzyl-4-hydroxyfuro[2,3-b]pyrrol-3-yl}oxy)-2-methylpropanoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 43 45  0  0  0  0  0  0  0  0999 V2000
   -7.7467    0.8321   -0.5794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6287    0.0913   -0.1475 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4076    0.7215   -0.1074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3106    1.9141   -0.4469 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2177   -0.0210    0.3386 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0297   -1.1962   -0.6010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9740    0.8348    0.2680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8866    0.0565    0.7084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5862    0.5294    0.7734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0495    1.7570    0.4606 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2351    1.7624    0.6766 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5874    0.5833    1.1242 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4790   -0.2298    1.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8396   -1.4856    1.6778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0199   -2.5545    1.8837 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1946   -1.3904    1.8763 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6460   -0.1719    1.5521 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0000    0.2800    1.6330 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7867    0.0602    0.4160 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4877   -1.1243    0.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2495   -1.3756   -0.8767 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3140   -0.4352   -1.8820 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6190    0.7607   -1.7531 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8685    0.9819   -0.6030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9120    0.7124   -1.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6427    0.4760   -0.0277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5884    1.8892   -0.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3160   -0.3781    1.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9715   -1.7923   -0.6804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6752   -0.8174   -1.5722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2718   -1.8680   -0.1630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7945    1.0727   -0.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0716    1.7819    0.8187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6375    2.6061    0.0816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0089   -2.4699    1.6882 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7937   -2.2125    2.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5448   -0.1746    2.4960 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9725    1.3814    1.8688 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4392   -1.8649    1.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8025   -2.2956   -1.0091 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9066   -0.6367   -2.7648 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6649    1.5085   -2.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3159    1.9013   -0.4707 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 13  9  1  0
 24 19  1  0
 17 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  5 28  1  1
  6 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
 10 34  1  0
 15 35  1  0
 16 36  1  0
 18 37  1  0
 18 38  1  0
 20 39  1  0
 21 40  1  0
 22 41  1  0
 23 42  1  0
 24 43  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  C   UNK     0      -7.747   0.832  -0.579  0.00  0.00           C+0
HETATM    2  O   UNK     0      -6.629   0.091  -0.148  0.00  0.00           O+0
HETATM    3  C   UNK     0      -5.408   0.722  -0.107  0.00  0.00           C+0
HETATM    4  O   UNK     0      -5.311   1.914  -0.447  0.00  0.00           O+0
HETATM    5  C   UNK     0      -4.218  -0.021   0.339  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.030  -1.196  -0.601  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.974   0.835   0.268  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.887   0.057   0.708  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.586   0.529   0.773  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.050   1.757   0.461  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.235   1.762   0.677  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.587   0.583   1.124  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.479  -0.230   1.204  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.840  -1.486   1.678  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.020  -2.555   1.884  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.195  -1.390   1.876  0.00  0.00           C+0
HETATM   17  N   UNK     0       2.646  -0.172   1.552  0.00  0.00           N+0
HETATM   18  C   UNK     0       4.000   0.280   1.633  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.787   0.060   0.416  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.488  -1.124   0.265  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.250  -1.376  -0.877  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.314  -0.435  -1.882  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.619   0.761  -1.753  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.869   0.982  -0.603  0.00  0.00           C+0
HETATM   25  H   UNK     0      -7.912   0.712  -1.679  0.00  0.00           H+0
HETATM   26  H   UNK     0      -8.643   0.476  -0.028  0.00  0.00           H+0
HETATM   27  H   UNK     0      -7.588   1.889  -0.359  0.00  0.00           H+0
HETATM   28  H   UNK     0      -4.316  -0.378   1.402  0.00  0.00           H+0
HETATM   29  H   UNK     0      -4.971  -1.792  -0.680  0.00  0.00           H+0
HETATM   30  H   UNK     0      -3.675  -0.817  -1.572  0.00  0.00           H+0
HETATM   31  H   UNK     0      -3.272  -1.868  -0.163  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.795   1.073  -0.807  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.072   1.782   0.819  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.638   2.606   0.082  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.009  -2.470   1.688  0.00  0.00           H+0
HETATM   36  H   UNK     0       2.794  -2.212   2.248  0.00  0.00           H+0
HETATM   37  H   UNK     0       4.545  -0.175   2.496  0.00  0.00           H+0
HETATM   38  H   UNK     0       3.973   1.381   1.869  0.00  0.00           H+0
HETATM   39  H   UNK     0       5.439  -1.865   1.053  0.00  0.00           H+0
HETATM   40  H   UNK     0       6.803  -2.296  -1.009  0.00  0.00           H+0
HETATM   41  H   UNK     0       6.907  -0.637  -2.765  0.00  0.00           H+0
HETATM   42  H   UNK     0       5.665   1.508  -2.543  0.00  0.00           H+0
HETATM   43  H   UNK     0       4.316   1.901  -0.471  0.00  0.00           H+0
CONECT    1    2   25   26   27                                             
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7   28                                             
CONECT    6    5   29   30   31                                             
CONECT    7    5    8   32   33                                             
CONECT    8    7    9                                                       
CONECT    9    8   10   13                                                  
CONECT   10    9   11   34                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14    9                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14   35                                                       
CONECT   16   14   17   36                                                  
CONECT   17   16   18   12                                                  
CONECT   18   17   19   37   38                                             
CONECT   19   18   20   24                                                  
CONECT   20   19   21   39                                                  
CONECT   21   20   22   40                                                  
CONECT   22   21   23   41                                                  
CONECT   23   22   24   42                                                  
CONECT   24   23   19   43                                                  
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    5                                                            
CONECT   29    6                                                            
CONECT   30    6                                                            
CONECT   31    6                                                            
CONECT   32    7                                                            
CONECT   33    7                                                            
CONECT   34   10                                                            
CONECT   35   15                                                            
CONECT   36   16                                                            
CONECT   37   18                                                            
CONECT   38   18                                                            
CONECT   39   20                                                            
CONECT   40   21                                                            
CONECT   41   22                                                            
CONECT   42   23                                                            
CONECT   43   24                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   90    0
END

RDKit          3D

43 45  0  0  0  0  0  0  0  0999 V2000
   -7.7467    0.8321   -0.5794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6287    0.0913   -0.1475 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4076    0.7215   -0.1074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3106    1.9141   -0.4469 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2177   -0.0210    0.3386 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0297   -1.1962   -0.6010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9740    0.8348    0.2680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8866    0.0565    0.7084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5862    0.5294    0.7734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0495    1.7570    0.4606 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2351    1.7624    0.6766 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5874    0.5833    1.1242 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4790   -0.2298    1.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8396   -1.4856    1.6778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0199   -2.5545    1.8837 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1946   -1.3904    1.8763 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6460   -0.1719    1.5521 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0000    0.2800    1.6330 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7867    0.0602    0.4160 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4877   -1.1243    0.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2495   -1.3756   -0.8767 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3140   -0.4352   -1.8820 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6190    0.7607   -1.7531 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8685    0.9819   -0.6030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9120    0.7124   -1.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6427    0.4760   -0.0277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5884    1.8892   -0.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3160   -0.3781    1.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9715   -1.7923   -0.6804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6752   -0.8174   -1.5722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2718   -1.8680   -0.1630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7945    1.0727   -0.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0716    1.7819    0.8187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6375    2.6061    0.0816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0089   -2.4699    1.6882 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7937   -2.2125    2.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5448   -0.1746    2.4960 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9725    1.3814    1.8688 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4392   -1.8649    1.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8025   -2.2956   -1.0091 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9066   -0.6367   -2.7648 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6649    1.5085   -2.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3159    1.9013   -0.4707 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 13  9  1  0
 24 19  1  0
 17 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  5 28  1  1
  6 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
 10 34  1  0
 15 35  1  0
 16 36  1  0
 18 37  1  0
 18 38  1  0
 20 39  1  0
 21 40  1  0
 22 41  1  0
 23 42  1  0
 24 43  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Methyl 3-({6-benzyl-4-hydroxy-6H-furo[2,3-b]pyrrol-3-yl}oxy)-2-methylpropanoic acid	Generator

Chemical Formula

C₁₈H₁₉NO₅

Average Mass

329.3520 Da

Monoisotopic Mass

329.12632 Da

IUPAC Name

methyl (2S)-3-({6-benzyl-4-hydroxy-6H-furo[2,3-b]pyrrol-3-yl}oxy)-2-methylpropanoate

Traditional Name

methyl (2S)-3-({6-benzyl-4-hydroxyfuro[2,3-b]pyrrol-3-yl}oxy)-2-methylpropanoate

CAS Registry Number

Not Available

SMILES

COC(=O)C(C)COC1=COC2=C1C(O)=CN2CC1=CC=CC=C1

InChI Identifier

InChI=1S/C18H19NO5/c1-12(18(21)22-2)10-23-15-11-24-17-16(15)14(20)9-19(17)8-13-6-4-3-5-7-13/h3-7,9,11-12,20H,8,10H2,1-2H3

InChI Key

WCEXBIRRFJHGRX-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
Aspergillus	NPAtlas	20461106

Chemical Taxonomy

Classification

Not classified

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	3.37	ALOGPS
logP	3.38	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	8.27	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	73.83 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	86.76 m³·mol⁻¹	ChemAxon
Polarizability	35.42 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

NPAtlas ID

NPA024759

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

145720622

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Takagi M, Motohashi K, Hwang JH, Nagai A, Shin-Ya K: New tensidols, JBIR-86 and JBIR-87, isolated from Aspergillus sp. fJ80. J Antibiot (Tokyo). 2010 Jul;63(7):371-3. doi: 10.1038/ja.2010.45. Epub 2010 May 12. [PubMed:20461106 ]

Showing NP-Card for JBIR-87 (NP0009214)

MOL for NP0009214 (JBIR-87)

3D MOL for NP0009214 (JBIR-87)

3D SDF for NP0009214 (JBIR-87)

3D-SDF for NP0009214 (JBIR-87)

PDB for NP0009214 (JBIR-87)

3D PDB for NP0009214 (JBIR-87)

SMILES for NP0009214 (JBIR-87)

INCHI for NP0009214 (JBIR-87)

Structure for NP0009214 (JBIR-87)

3D Structure for NP0009214 (JBIR-87)