NP-MRD: Showing NP-Card for Venezueline C (NP0011273)

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Record Information

Version

2.0

Created at

2021-01-05 21:01:23 UTC

Updated at

2021-07-15 17:08:27 UTC

NP-MRD ID

NP0011273

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Venezueline C

Provided By

NPAtlas

Description

N-{3-[(2-hydroxyacetyl)oxy]-8-(hydroxymethyl)-10H-phenoxazin-2-yl}ethanimidic acid belongs to the class of organic compounds known as phenoxazines. These are polycyclic aromatic compounds containing a phenoxazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a 1,4-oxazine ring. Venezueline C is found in Streptomyces venezuelae. Based on a literature review very few articles have been published on N-{3-[(2-hydroxyacetyl)oxy]-8-(hydroxymethyl)-10H-phenoxazin-2-yl}ethanimidic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242116553D          

 41 43  0  0  0  0            999 V2000
   -4.9739    0.8921   -2.4050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8340    1.8563   -1.9861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1483    3.0866   -2.2795 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7732    1.3447   -1.4287 N   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6567    0.8064   -0.8421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4483    1.3938   -0.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6067    0.6805   -0.0225 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4667   -0.6343    0.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7571   -1.2489   -0.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8061   -0.5883   -0.5393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0133   -1.1750   -0.8108 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0817   -1.2784    0.0688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9432   -0.7974    1.2159 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3598   -1.9402   -0.3314 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2160   -2.4157   -1.6491 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4759   -1.4344    0.8164 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7023   -0.8042    1.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7461   -1.5592    1.6389 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9331   -0.9110    1.8916 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1267    0.4187    1.6239 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4177    1.0793    1.9196 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3603    0.7825    0.9440 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1128    1.1724    1.0768 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8949    0.5197    0.8138 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8549    1.3346    0.2452 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5462    0.7992   -1.4667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5253    1.3612   -3.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4719   -0.0105   -2.7418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2833    2.6095   -1.2015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2280    2.4549   -0.7740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8604   -2.3223    0.2296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1719   -1.1963   -0.2906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6163   -2.8100    0.2941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4257   -3.0130   -1.6279 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5454   -2.5908    1.8269 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7378   -1.4859    2.3155 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7971    0.7477    2.8906 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2321    2.1759    1.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9724    0.2848    0.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1935    2.2188    0.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9641    2.3271    0.0343 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  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
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
  8 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 10  5  1  0  0  0  0
 24 17  1  0  0  0  0
 25  7  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  4 29  1  0  0  0  0
  6 30  1  0  0  0  0
  9 31  1  0  0  0  0
 14 32  1  0  0  0  0
 14 33  1  0  0  0  0
 15 34  1  0  0  0  0
 18 35  1  0  0  0  0
 19 36  1  0  0  0  0
 21 37  1  0  0  0  0
 21 38  1  0  0  0  0
 22 39  1  0  0  0  0
 23 40  1  0  0  0  0
 25 41  1  0  0  0  0
M  END

     RDKit          3D

 41 43  0  0  0  0  0  0  0  0999 V2000
   -4.9739    0.8921   -2.4050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8340    1.8563   -1.9861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1483    3.0866   -2.2795 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7732    1.3447   -1.4287 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6567    0.8064   -0.8421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4483    1.3938   -0.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6067    0.6805   -0.0225 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4667   -0.6343    0.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7571   -1.2489   -0.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8061   -0.5883   -0.5393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0133   -1.1750   -0.8108 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0817   -1.2784    0.0688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9432   -0.7974    1.2159 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3598   -1.9402   -0.3314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2160   -2.4157   -1.6491 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4759   -1.4344    0.8164 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7023   -0.8042    1.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7461   -1.5592    1.6389 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9331   -0.9110    1.8916 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1267    0.4187    1.6239 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4177    1.0793    1.9196 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3603    0.7825    0.9440 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1128    1.1724    1.0768 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8949    0.5197    0.8138 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8549    1.3346    0.2452 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5462    0.7992   -1.4667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5253    1.3612   -3.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4719   -0.0105   -2.7418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2833    2.6095   -1.2015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2280    2.4549   -0.7740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8604   -2.3223    0.2296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1719   -1.1963   -0.2906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6163   -2.8100    0.2941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4257   -3.0130   -1.6279 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5454   -2.5908    1.8269 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7378   -1.4859    2.3155 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7971    0.7477    2.8906 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2321    2.1759    1.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9724    0.2848    0.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1935    2.2188    0.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9641    2.3271    0.0343 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  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  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
  8 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 20 23  1  0
 23 24  2  0
 24 25  1  0
 10  5  1  0
 24 17  1  0
 25  7  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  6 30  1  0
  9 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 18 35  1  0
 19 36  1  0
 21 37  1  0
 21 38  1  0
 22 39  1  0
 23 40  1  0
 25 41  1  0
M  END


  Mrv1652306242116553D          

 41 43  0  0  0  0            999 V2000
   -4.9739    0.8921   -2.4050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8340    1.8563   -1.9861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1483    3.0866   -2.2795 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7732    1.3447   -1.4287 N   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6567    0.8064   -0.8421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4483    1.3938   -0.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6067    0.6805   -0.0225 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4667   -0.6343    0.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7571   -1.2489   -0.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8061   -0.5883   -0.5393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0133   -1.1750   -0.8108 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0817   -1.2784    0.0688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9432   -0.7974    1.2159 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3598   -1.9402   -0.3314 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2160   -2.4157   -1.6491 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4759   -1.4344    0.8164 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7023   -0.8042    1.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7461   -1.5592    1.6389 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9331   -0.9110    1.8916 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1267    0.4187    1.6239 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4177    1.0793    1.9196 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3603    0.7825    0.9440 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1128    1.1724    1.0768 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8949    0.5197    0.8138 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8549    1.3346    0.2452 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5462    0.7992   -1.4667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5253    1.3612   -3.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4719   -0.0105   -2.7418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2833    2.6095   -1.2015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2280    2.4549   -0.7740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8604   -2.3223    0.2296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1719   -1.1963   -0.2906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6163   -2.8100    0.2941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4257   -3.0130   -1.6279 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5454   -2.5908    1.8269 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7378   -1.4859    2.3155 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7971    0.7477    2.8906 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2321    2.1759    1.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9724    0.2848    0.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1935    2.2188    0.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9641    2.3271    0.0343 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  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
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
  8 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 10  5  1  0  0  0  0
 24 17  1  0  0  0  0
 25  7  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  4 29  1  0  0  0  0
  6 30  1  0  0  0  0
  9 31  1  0  0  0  0
 14 32  1  0  0  0  0
 14 33  1  0  0  0  0
 15 34  1  0  0  0  0
 18 35  1  0  0  0  0
 19 36  1  0  0  0  0
 21 37  1  0  0  0  0
 21 38  1  0  0  0  0
 22 39  1  0  0  0  0
 23 40  1  0  0  0  0
 25 41  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0011273

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])C(=O)OC1=C([H])C2=C(N([H])C3=C([H])C(=C([H])C([H])=C3O2)C([H])([H])O[H])C([H])=C1N([H])C(=O)C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C17H16N2O6/c1-9(22)18-12-5-13-15(6-16(12)25-17(23)8-21)24-14-3-2-10(7-20)4-11(14)19-13/h2-6,19-21H,7-8H2,1H3,(H,18,22)

> <INCHI_KEY>
OMNPWACYOUMUON-UHFFFAOYSA-N

> <FORMULA>
C17H16N2O6

> <MOLECULAR_WEIGHT>
344.323

> <EXACT_MASS>
344.100836243

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
35.22158469347049

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-acetamido-8-(hydroxymethyl)-10H-phenoxazin-3-yl 2-hydroxyacetate

> <ALOGPS_LOGP>
1.59

> <JCHEM_LOGP>
0.8505864866666668

> <ALOGPS_LOGS>
-2.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.195188599899154

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.41081153313387

> <JCHEM_PKA_STRONGEST_BASIC>
-1.0939238806202916

> <JCHEM_POLAR_SURFACE_AREA>
117.12

> <JCHEM_REFRACTIVITY>
89.24050000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.93e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-acetamido-8-(hydroxymethyl)-10H-phenoxazin-3-yl hydroxyacetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 41 43  0  0  0  0  0  0  0  0999 V2000
   -4.9739    0.8921   -2.4050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8340    1.8563   -1.9861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1483    3.0866   -2.2795 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7732    1.3447   -1.4287 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6567    0.8064   -0.8421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4483    1.3938   -0.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6067    0.6805   -0.0225 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4667   -0.6343    0.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7571   -1.2489   -0.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8061   -0.5883   -0.5393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0133   -1.1750   -0.8108 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0817   -1.2784    0.0688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9432   -0.7974    1.2159 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3598   -1.9402   -0.3314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2160   -2.4157   -1.6491 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4759   -1.4344    0.8164 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7023   -0.8042    1.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7461   -1.5592    1.6389 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9331   -0.9110    1.8916 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1267    0.4187    1.6239 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4177    1.0793    1.9196 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3603    0.7825    0.9440 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1128    1.1724    1.0768 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.4719   -0.0105   -2.7418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2833    2.6095   -1.2015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2280    2.4549   -0.7740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8604   -2.3223    0.2296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1719   -1.1963   -0.2906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6163   -2.8100    0.2941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4257   -3.0130   -1.6279 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5454   -2.5908    1.8269 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7378   -1.4859    2.3155 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7971    0.7477    2.8906 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2321    2.1759    1.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9724    0.2848    0.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1935    2.2188    0.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9641    2.3271    0.0343 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
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 14 15  1  0
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 10  5  1  0
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 25  7  1  0
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 18 35  1  0
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 23 40  1  0
 25 41  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      -4.974   0.892  -2.405  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.834   1.856  -1.986  0.00  0.00           C+0
HETATM    3  O   UNK     0      -4.148   3.087  -2.280  0.00  0.00           O+0
HETATM    4  N   UNK     0      -2.773   1.345  -1.429  0.00  0.00           N+0
HETATM    5  C   UNK     0      -1.657   0.806  -0.842  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.448   1.394  -0.571  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.607   0.681  -0.023  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.467  -0.634   0.263  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.757  -1.249  -0.007  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.806  -0.588  -0.539  0.00  0.00           C+0
HETATM   11  O   UNK     0      -3.013  -1.175  -0.811  0.00  0.00           O+0
HETATM   12  C   UNK     0      -4.082  -1.278   0.069  0.00  0.00           C+0
HETATM   13  O   UNK     0      -3.943  -0.797   1.216  0.00  0.00           O+0
HETATM   14  C   UNK     0      -5.360  -1.940  -0.331  0.00  0.00           C+0
HETATM   15  O   UNK     0      -5.216  -2.416  -1.649  0.00  0.00           O+0
HETATM   16  O   UNK     0       1.476  -1.434   0.816  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.702  -0.804   1.083  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.746  -1.559   1.639  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.933  -0.911   1.892  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.127   0.419   1.624  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.418   1.079   1.920  0.00  0.00           C+0
HETATM   22  O   UNK     0       7.360   0.783   0.944  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.113   1.172   1.077  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.895   0.520   0.814  0.00  0.00           C+0
HETATM   25  N   UNK     0       1.855   1.335   0.245  0.00  0.00           N+0
HETATM   26  H   UNK     0      -5.546   0.799  -1.467  0.00  0.00           H+0
HETATM   27  H   UNK     0      -5.525   1.361  -3.219  0.00  0.00           H+0
HETATM   28  H   UNK     0      -4.472  -0.011  -2.742  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.283   2.610  -1.202  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.228   2.455  -0.774  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.860  -2.322   0.230  0.00  0.00           H+0
HETATM   32  H   UNK     0      -6.172  -1.196  -0.291  0.00  0.00           H+0
HETATM   33  H   UNK     0      -5.616  -2.810   0.294  0.00  0.00           H+0
HETATM   34  H   UNK     0      -4.426  -3.013  -1.628  0.00  0.00           H+0
HETATM   35  H   UNK     0       3.545  -2.591   1.827  0.00  0.00           H+0
HETATM   36  H   UNK     0       5.738  -1.486   2.316  0.00  0.00           H+0
HETATM   37  H   UNK     0       6.797   0.748   2.891  0.00  0.00           H+0
HETATM   38  H   UNK     0       6.232   2.176   1.980  0.00  0.00           H+0
HETATM   39  H   UNK     0       6.972   0.285   0.176  0.00  0.00           H+0
HETATM   40  H   UNK     0       4.194   2.219   0.846  0.00  0.00           H+0
HETATM   41  H   UNK     0       1.964   2.327   0.034  0.00  0.00           H+0
CONECT    1    2   26   27   28                                             
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   29                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    7   30                                                  
CONECT    7    6    8   25                                                  
CONECT    8    7    9   16                                                  
CONECT    9    8   10   31                                                  
CONECT   10    9   11    5                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   32   33                                             
CONECT   15   14   34                                                       
CONECT   16    8   17                                                       
CONECT   17   16   18   24                                                  
CONECT   18   17   19   35                                                  
CONECT   19   18   20   36                                                  
CONECT   20   19   21   23                                                  
CONECT   21   20   22   37   38                                             
CONECT   22   21   39                                                       
CONECT   23   20   24   40                                                  
CONECT   24   23   25   17                                                  
CONECT   25   24    7   41                                                  
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    4                                                            
CONECT   30    6                                                            
CONECT   31    9                                                            
CONECT   32   14                                                            
CONECT   33   14                                                            
CONECT   34   15                                                            
CONECT   35   18                                                            
CONECT   36   19                                                            
CONECT   37   21                                                            
CONECT   38   21                                                            
CONECT   39   22                                                            
CONECT   40   23                                                            
CONECT   41   25                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   86    0
END

RDKit          3D

41 43  0  0  0  0  0  0  0  0999 V2000
   -4.9739    0.8921   -2.4050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8340    1.8563   -1.9861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1483    3.0866   -2.2795 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7732    1.3447   -1.4287 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6567    0.8064   -0.8421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4483    1.3938   -0.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6067    0.6805   -0.0225 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4667   -0.6343    0.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7571   -1.2489   -0.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8061   -0.5883   -0.5393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0133   -1.1750   -0.8108 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0817   -1.2784    0.0688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9432   -0.7974    1.2159 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3598   -1.9402   -0.3314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2160   -2.4157   -1.6491 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4759   -1.4344    0.8164 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7023   -0.8042    1.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7461   -1.5592    1.6389 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9331   -0.9110    1.8916 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1267    0.4187    1.6239 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4177    1.0793    1.9196 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3603    0.7825    0.9440 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1128    1.1724    1.0768 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8949    0.5197    0.8138 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8549    1.3346    0.2452 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5462    0.7992   -1.4667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5253    1.3612   -3.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4719   -0.0105   -2.7418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2833    2.6095   -1.2015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2280    2.4549   -0.7740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8604   -2.3223    0.2296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1719   -1.1963   -0.2906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6163   -2.8100    0.2941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4257   -3.0130   -1.6279 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5454   -2.5908    1.8269 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7378   -1.4859    2.3155 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7971    0.7477    2.8906 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2321    2.1759    1.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9724    0.2848    0.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1935    2.2188    0.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9641    2.3271    0.0343 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  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  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
  8 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 20 23  1  0
 23 24  2  0
 24 25  1  0
 10  5  1  0
 24 17  1  0
 25  7  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  6 30  1  0
  9 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 18 35  1  0
 19 36  1  0
 21 37  1  0
 21 38  1  0
 22 39  1  0
 23 40  1  0
 25 41  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
N-{3-[(2-hydroxyacetyl)oxy]-8-(hydroxymethyl)-10H-phenoxazin-2-yl}ethanimidate	Generator

Chemical Formula

C₁₇H₁₆N₂O₆

Average Mass

344.3230 Da

Monoisotopic Mass

344.10084 Da

IUPAC Name

2-acetamido-8-(hydroxymethyl)-10H-phenoxazin-3-yl 2-hydroxyacetate

Traditional Name

2-acetamido-8-(hydroxymethyl)-10H-phenoxazin-3-yl hydroxyacetate

CAS Registry Number

Not Available

SMILES

CC(=O)NC1=C(OC(=O)CO)C=C2OC3=C(NC2=C1)C=C(CO)C=C3

InChI Identifier

InChI=1S/C17H16N2O6/c1-9(22)18-12-5-13-15(6-16(12)25-17(23)8-21)24-14-3-2-10(7-20)4-11(14)19-13/h2-6,19-21H,7-8H2,1H3,(H,18,22)

InChI Key

OMNPWACYOUMUON-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 venezuelae	NPAtlas	23164710

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenoxazines. These are polycyclic aromatic compounds containing a phenoxazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a 1,4-oxazine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzoxazines

Sub Class

Phenoxazines

Direct Parent

Phenoxazines

Alternative Parents

Substituents

Phenoxazine
Diaryl ether
Phenol ester
N-acetylarylamine
N-arylamide
Primary aromatic amine
Benzenoid
Acetamide
Amino acid or derivatives
Carboxamide group
Carboxylic acid ester
Secondary carboxylic acid amide
Secondary amine
Azacycle
Oxacycle
Carboxylic acid derivative
Ether
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Organic nitrogen compound
Alcohol
Organic oxide
Amine
Carbonyl group
Aromatic alcohol
Primary alcohol
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	1.59	ALOGPS
logP	0.85	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	12.41	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	117.12 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	89.24 m³·mol⁻¹	ChemAxon
Polarizability	35.22 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

NPA007734

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

29215324

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71517221

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Venezueline C (NP0011273)

MOL for NP0011273 (Venezueline C)

3D MOL for NP0011273 (Venezueline C)

3D SDF for NP0011273 (Venezueline C)

3D-SDF for NP0011273 (Venezueline C)

PDB for NP0011273 (Venezueline C)

3D PDB for NP0011273 (Venezueline C)

SMILES for NP0011273 (Venezueline C)

INCHI for NP0011273 (Venezueline C)

Structure for NP0011273 (Venezueline C)

3D Structure for NP0011273 (Venezueline C)