NP-MRD: Showing NP-Card for Saphenic acid methyl ester (NP0019028)

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Record Information

Version

2.0

Created at

2021-01-06 04:35:00 UTC

Updated at

2021-07-15 17:29:50 UTC

NP-MRD ID

NP0019028

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Saphenic acid methyl ester

Provided By

NPAtlas

Description

Saphenic acid methyl ester is found in Streptomyces antibioticus. Based on a literature review very few articles have been published on Saphenic acid methyl ester.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242104403D          

 35 37  0  0  0  0            999 V2000
    5.8899   -0.7420    0.6679 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9196   -0.0738   -0.1073 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5859   -0.2512    0.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2637   -0.9788    1.1592 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6011    0.4626   -0.6197 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9993    1.3068   -1.6310 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0586    1.9616   -2.3984 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7329    1.7365   -2.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3280    0.8785   -1.0856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9825    0.6701   -0.8256 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3284   -0.1657    0.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6905   -0.3594    0.4036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6262    0.3752   -0.4432 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0535   -0.0036   -0.3721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4894    1.7488   -0.0908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0684   -1.2148    1.4145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1245   -1.8870    2.2039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7877   -1.6746    1.9480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3691   -0.8183    0.9358 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9386   -0.6145    0.6811 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2713    0.2295   -0.3241 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2098   -1.6291    0.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7539   -0.0915    0.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4445   -1.1540    1.5707 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0771    1.4434   -1.8086 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4046    2.6186   -3.1828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0191    2.2449   -2.7092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3122    0.3746   -1.5305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2970   -0.9720    0.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6024    0.7935    0.2094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4954    0.0773   -1.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6257    1.8172    0.9071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1246   -1.3876    1.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4539   -2.5516    2.9910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0282   -2.1697    2.5315 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  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  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21  5  1  0  0  0  0
 21  9  1  0  0  0  0
 19 11  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  6 25  1  0  0  0  0
  7 26  1  0  0  0  0
  8 27  1  0  0  0  0
 13 28  1  6  0  0  0
 14 29  1  0  0  0  0
 14 30  1  0  0  0  0
 14 31  1  0  0  0  0
 15 32  1  0  0  0  0
 16 33  1  0  0  0  0
 17 34  1  0  0  0  0
 18 35  1  0  0  0  0
M  END

     RDKit          3D

 35 37  0  0  0  0  0  0  0  0999 V2000
    5.8899   -0.7420    0.6679 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9196   -0.0738   -0.1073 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5859   -0.2512    0.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2637   -0.9788    1.1592 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6011    0.4626   -0.6197 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9993    1.3068   -1.6310 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0586    1.9616   -2.3984 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7329    1.7365   -2.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3280    0.8785   -1.0856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9825    0.6701   -0.8256 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3284   -0.1657    0.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6905   -0.3594    0.4036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6262    0.3752   -0.4432 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0535   -0.0036   -0.3721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4894    1.7488   -0.0908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0684   -1.2148    1.4145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1245   -1.8870    2.2039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7877   -1.6746    1.9480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3691   -0.8183    0.9358 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9386   -0.6145    0.6811 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2713    0.2295   -0.3241 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2098   -1.6291    0.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7539   -0.0915    0.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4445   -1.1540    1.5707 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0771    1.4434   -1.8086 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4046    2.6186   -3.1828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0191    2.2449   -2.7092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3122    0.3746   -1.5305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2970   -0.9720    0.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6024    0.7935    0.2094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4954    0.0773   -1.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6257    1.8172    0.9071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1246   -1.3876    1.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4539   -2.5516    2.9910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0282   -2.1697    2.5315 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 12 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21  5  1  0
 21  9  1  0
 19 11  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
 13 28  1  6
 14 29  1  0
 14 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
M  END


  Mrv1652306242104403D          

 35 37  0  0  0  0            999 V2000
    5.8899   -0.7420    0.6679 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9196   -0.0738   -0.1073 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5859   -0.2512    0.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2637   -0.9788    1.1592 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6011    0.4626   -0.6197 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9993    1.3068   -1.6310 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0586    1.9616   -2.3984 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7329    1.7365   -2.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3280    0.8785   -1.0856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9825    0.6701   -0.8256 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3284   -0.1657    0.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6905   -0.3594    0.4036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6262    0.3752   -0.4432 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0535   -0.0036   -0.3721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4894    1.7488   -0.0908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0684   -1.2148    1.4145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1245   -1.8870    2.2039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7877   -1.6746    1.9480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3691   -0.8183    0.9358 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9386   -0.6145    0.6811 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2713    0.2295   -0.3241 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2098   -1.6291    0.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7539   -0.0915    0.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4445   -1.1540    1.5707 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0771    1.4434   -1.8086 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4046    2.6186   -3.1828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0191    2.2449   -2.7092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3122    0.3746   -1.5305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2970   -0.9720    0.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6024    0.7935    0.2094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4954    0.0773   -1.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6257    1.8172    0.9071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1246   -1.3876    1.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4539   -2.5516    2.9910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0282   -2.1697    2.5315 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  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  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21  5  1  0  0  0  0
 21  9  1  0  0  0  0
 19 11  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  6 25  1  0  0  0  0
  7 26  1  0  0  0  0
  8 27  1  0  0  0  0
 13 28  1  6  0  0  0
 14 29  1  0  0  0  0
 14 30  1  0  0  0  0
 14 31  1  0  0  0  0
 15 32  1  0  0  0  0
 16 33  1  0  0  0  0
 17 34  1  0  0  0  0
 18 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0019028

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]([H])(C1=C2N=C3C([H])=C([H])C([H])=C(C(=O)OC([H])([H])[H])C3=NC2=C([H])C([H])=C1[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C16H14N2O3/c1-9(19)10-5-3-7-12-14(10)17-13-8-4-6-11(15(13)18-12)16(20)21-2/h3-9,19H,1-2H3/t9-/m1/s1

> <INCHI_KEY>
CMJFOBNRYRSQGE-UHFFFAOYSA-N

> <FORMULA>
C16H14N2O3

> <MOLECULAR_WEIGHT>
282.299

> <EXACT_MASS>
282.100442319

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
30.01697431639866

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 6-[(1R)-1-hydroxyethyl]phenazine-1-carboxylate

> <ALOGPS_LOGP>
2.39

> <JCHEM_LOGP>
2.7129579993333337

> <ALOGPS_LOGS>
-3.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.7053804771157

> <JCHEM_PKA_STRONGEST_BASIC>
-0.342854955143011

> <JCHEM_POLAR_SURFACE_AREA>
72.31

> <JCHEM_REFRACTIVITY>
76.4166

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.29e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 6-[(1R)-1-hydroxyethyl]phenazine-1-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 35 37  0  0  0  0  0  0  0  0999 V2000
    5.8899   -0.7420    0.6679 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9196   -0.0738   -0.1073 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5859   -0.2512    0.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2637   -0.9788    1.1592 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6011    0.4626   -0.6197 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9993    1.3068   -1.6310 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0586    1.9616   -2.3984 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7329    1.7365   -2.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3280    0.8785   -1.0856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9825    0.6701   -0.8256 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3284   -0.1657    0.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6905   -0.3594    0.4036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6262    0.3752   -0.4432 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0535   -0.0036   -0.3721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4894    1.7488   -0.0908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0684   -1.2148    1.4145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1245   -1.8870    2.2039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7877   -1.6746    1.9480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3691   -0.8183    0.9358 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9386   -0.6145    0.6811 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2713    0.2295   -0.3241 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2098   -1.6291    0.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7539   -0.0915    0.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4445   -1.1540    1.5707 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0771    1.4434   -1.8086 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4046    2.6186   -3.1828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0191    2.2449   -2.7092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3122    0.3746   -1.5305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2970   -0.9720    0.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6024    0.7935    0.2094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4954    0.0773   -1.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6257    1.8172    0.9071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1246   -1.3876    1.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4539   -2.5516    2.9910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0282   -2.1697    2.5315 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 12 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21  5  1  0
 21  9  1  0
 19 11  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
 13 28  1  6
 14 29  1  0
 14 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  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       5.890  -0.742   0.668  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.920  -0.074  -0.107  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.586  -0.251   0.215  0.00  0.00           C+0
HETATM    4  O   UNK     0       3.264  -0.979   1.159  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.601   0.463  -0.620  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.999   1.307  -1.631  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.059   1.962  -2.398  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.733   1.736  -2.112  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.328   0.879  -1.086  0.00  0.00           C+0
HETATM   10  N   UNK     0      -0.983   0.670  -0.826  0.00  0.00           N+0
HETATM   11  C   UNK     0      -1.328  -0.166   0.170  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.691  -0.359   0.404  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.626   0.375  -0.443  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.053  -0.004  -0.372  0.00  0.00           C+0
HETATM   15  O   UNK     0      -3.489   1.749  -0.091  0.00  0.00           O+0
HETATM   16  C   UNK     0      -3.068  -1.215   1.415  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.124  -1.887   2.204  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.788  -1.675   1.948  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.369  -0.818   0.936  0.00  0.00           C+0
HETATM   20  N   UNK     0       0.939  -0.615   0.681  0.00  0.00           N+0
HETATM   21  C   UNK     0       1.271   0.230  -0.324  0.00  0.00           C+0
HETATM   22  H   UNK     0       6.210  -1.629   0.045  0.00  0.00           H+0
HETATM   23  H   UNK     0       6.754  -0.092   0.894  0.00  0.00           H+0
HETATM   24  H   UNK     0       5.444  -1.154   1.571  0.00  0.00           H+0
HETATM   25  H   UNK     0       4.077   1.443  -1.809  0.00  0.00           H+0
HETATM   26  H   UNK     0       2.405   2.619  -3.183  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.019   2.245  -2.709  0.00  0.00           H+0
HETATM   28  H   UNK     0      -3.312   0.375  -1.531  0.00  0.00           H+0
HETATM   29  H   UNK     0      -5.297  -0.972   0.081  0.00  0.00           H+0
HETATM   30  H   UNK     0      -5.602   0.794   0.209  0.00  0.00           H+0
HETATM   31  H   UNK     0      -5.495   0.077  -1.416  0.00  0.00           H+0
HETATM   32  H   UNK     0      -3.626   1.817   0.907  0.00  0.00           H+0
HETATM   33  H   UNK     0      -4.125  -1.388   1.630  0.00  0.00           H+0
HETATM   34  H   UNK     0      -2.454  -2.552   2.991  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.028  -2.170   2.531  0.00  0.00           H+0
CONECT    1    2   22   23   24                                             
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   21                                                  
CONECT    6    5    7   25                                                  
CONECT    7    6    8   26                                                  
CONECT    8    7    9   27                                                  
CONECT    9    8   10   21                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   19                                                  
CONECT   12   11   13   16                                                  
CONECT   13   12   14   15   28                                             
CONECT   14   13   29   30   31                                             
CONECT   15   13   32                                                       
CONECT   16   12   17   33                                                  
CONECT   17   16   18   34                                                  
CONECT   18   17   19   35                                                  
CONECT   19   18   20   11                                                  
CONECT   20   19   21                                                       
CONECT   21   20    5    9                                                  
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    6                                                            
CONECT   26    7                                                            
CONECT   27    8                                                            
CONECT   28   13                                                            
CONECT   29   14                                                            
CONECT   30   14                                                            
CONECT   31   14                                                            
CONECT   32   15                                                            
CONECT   33   16                                                            
CONECT   34   17                                                            
CONECT   35   18                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   74    0
END

RDKit          3D

35 37  0  0  0  0  0  0  0  0999 V2000
    5.8899   -0.7420    0.6679 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9196   -0.0738   -0.1073 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5859   -0.2512    0.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2637   -0.9788    1.1592 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6011    0.4626   -0.6197 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9993    1.3068   -1.6310 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0586    1.9616   -2.3984 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7329    1.7365   -2.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3280    0.8785   -1.0856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9825    0.6701   -0.8256 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3284   -0.1657    0.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6905   -0.3594    0.4036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6262    0.3752   -0.4432 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0535   -0.0036   -0.3721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4894    1.7488   -0.0908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0684   -1.2148    1.4145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1245   -1.8870    2.2039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7877   -1.6746    1.9480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3691   -0.8183    0.9358 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9386   -0.6145    0.6811 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2713    0.2295   -0.3241 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2098   -1.6291    0.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7539   -0.0915    0.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4445   -1.1540    1.5707 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0771    1.4434   -1.8086 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4046    2.6186   -3.1828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0191    2.2449   -2.7092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3122    0.3746   -1.5305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2970   -0.9720    0.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6024    0.7935    0.2094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4954    0.0773   -1.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6257    1.8172    0.9071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1246   -1.3876    1.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4539   -2.5516    2.9910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0282   -2.1697    2.5315 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 12 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21  5  1  0
 21  9  1  0
 19 11  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
 13 28  1  6
 14 29  1  0
 14 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Saphenate methyl ester	Generator
Methyl 6-(1-hydroxyethyl)phenazine-1-carboxylic acid	Generator

Chemical Formula

C₁₆H₁₄N₂O₃

Average Mass

282.2990 Da

Monoisotopic Mass

282.10044 Da

IUPAC Name

methyl 6-[(1R)-1-hydroxyethyl]phenazine-1-carboxylate

Traditional Name

methyl 6-[(1R)-1-hydroxyethyl]phenazine-1-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C2N=C3C=CC=C(C(C)O)C3=NC2=CC=C1

InChI Identifier

InChI=1S/C16H14N2O3/c1-9(19)10-5-3-7-12-14(10)17-13-8-4-6-11(15(13)18-12)16(20)21-2/h3-9,19H,1-2H3

InChI Key

CMJFOBNRYRSQGE-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 antibioticus	NPAtlas	3058669
Triticum aestivum	KNApSAcK Database	22123792

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as phenazines and derivatives. These are polycyclic aromatic compounds containing a phenazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a pyrazine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazanaphthalenes

Sub Class

Benzodiazines

Direct Parent

Phenazines and derivatives

Alternative Parents

Substituents

Phenazine
Pyrazine
Benzenoid
Heteroaromatic compound
Methyl ester
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Azacycle
Alcohol
Aromatic alcohol
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen 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	2.39	ALOGPS
logP	2.71	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	14.71	ChemAxon
pKa (Strongest Basic)	-0.34	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.31 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	76.42 m³·mol⁻¹	ChemAxon
Polarizability	30.02 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

NPAtlas ID

NPA013427

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00053766

Chemspider ID

391776

KEGG Compound ID

C12118

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

443634

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Saphenic acid methyl ester (NP0019028)

MOL for NP0019028 (Saphenic acid methyl ester)

3D MOL for NP0019028 (Saphenic acid methyl ester)

3D SDF for NP0019028 (Saphenic acid methyl ester)

3D-SDF for NP0019028 (Saphenic acid methyl ester)

PDB for NP0019028 (Saphenic acid methyl ester)

3D PDB for NP0019028 (Saphenic acid methyl ester)

SMILES for NP0019028 (Saphenic acid methyl ester)

INCHI for NP0019028 (Saphenic acid methyl ester)

Structure for NP0019028 (Saphenic acid methyl ester)

3D Structure for NP0019028 (Saphenic acid methyl ester)