NP-MRD: Showing NP-Card for mycenarubin E (NP0037804)

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Record Information

Version

2.0

Created at

2021-06-20 20:38:38 UTC

Updated at

2021-06-30 00:10:13 UTC

NP-MRD ID

NP0037804

Secondary Accession Numbers

None

Natural Product Identification

Common Name

mycenarubin E

Provided By

JEOL Database JEOL Logo

Description

(6S)-7-(3-hydroxypropyl)-10-imino-11-oxo-2,7-diazatricyclo[6.3.1.0⁴,¹²]Dodeca-1(12),3,8-triene-6-carboxylic acid belongs to the class of organic compounds known as quinoline carboxylic acids. These are quinolines in which the quinoline ring system is substituted by a carboxyl group at one or more positions. mycenarubin E is found in Mycena haematopus. mycenarubin E was first documented in 2008 (Peters, S., et al.). Based on a literature review very few articles have been published on (6S)-7-(3-hydroxypropyl)-10-imino-11-oxo-2,7-diazatricyclo[6.3.1.0⁴,¹²]Dodeca-1(12),3,8-triene-6-carboxylic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202122383D          

 36 38  0  0  0  0            999 V2000
    0.0043   -0.6795   -6.8125 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4792   -0.1963   -5.7074 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4021    0.0546   -4.5205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0918    0.5691   -3.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4773    0.9019   -3.3281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1354    1.5476   -2.2737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4549    1.6706   -2.6591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5832    1.1312   -3.9263 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3571    0.6859   -4.3507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9861    0.1173   -5.6075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7281   -0.1108   -6.5520 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3894    1.9851   -1.0637 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1052    1.1400   -0.8670 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4596   -0.1398   -0.0919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9541   -0.1568    1.0264 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1365   -1.2739   -0.7613 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6278    0.8008   -2.1783 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0776    1.1078   -2.1741 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9057    0.0626   -1.4230 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1090   -1.2272   -2.2060 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8286   -0.9659   -3.4024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7730   -0.7761   -7.4876 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4387   -0.2328   -4.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3131    2.1035   -2.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4363    1.0966   -4.4726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0356    1.9450   -0.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0995    3.0337   -1.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5824    1.6913   -0.2130 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2179   -0.9970   -1.6362 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4613    1.2449   -3.1913 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2189    2.0817   -1.6880 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4578   -0.1636   -0.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8922    0.5023   -1.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6729   -1.9545   -1.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1559   -1.6879   -2.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7728   -0.9059   -3.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0  0  0  0
 19 18  1  0  0  0  0
  5  9  2  0  0  0  0
  4 17  1  0  0  0  0
  6 12  1  0  0  0  0
 12 13  1  0  0  0  0
 17 13  1  0  0  0  0
  9  8  1  0  0  0  0
  8  7  1  0  0  0  0
  7  6  2  0  0  0  0
  6  5  1  0  0  0  0
  3  4  2  0  0  0  0
  2  1  2  3  0  0  0
  2 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10  9  1  0  0  0  0
 14 16  1  0  0  0  0
  4  5  1  0  0  0  0
 14 15  2  0  0  0  0
  3  2  1  0  0  0  0
 19 20  1  0  0  0  0
 17 18  1  0  0  0  0
 20 21  1  0  0  0  0
  3 23  1  0  0  0  0
 12 26  1  0  0  0  0
 12 27  1  0  0  0  0
 13 28  1  1  0  0  0
 19 32  1  0  0  0  0
 19 33  1  0  0  0  0
 18 30  1  0  0  0  0
 18 31  1  0  0  0  0
  8 25  1  0  0  0  0
  7 24  1  0  0  0  0
  1 22  1  0  0  0  0
 16 29  1  0  0  0  0
 20 34  1  0  0  0  0
 20 35  1  0  0  0  0
 21 36  1  0  0  0  0
M  END

     RDKit          3D

 36 38  0  0  0  0  0  0  0  0999 V2000
    0.0043   -0.6795   -6.8125 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4792   -0.1963   -5.7074 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4021    0.0546   -4.5205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0918    0.5691   -3.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4773    0.9019   -3.3281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1354    1.5476   -2.2737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4549    1.6706   -2.6591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5832    1.1312   -3.9263 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3571    0.6859   -4.3507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9861    0.1173   -5.6075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7281   -0.1108   -6.5520 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3894    1.9851   -1.0637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1052    1.1400   -0.8670 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4596   -0.1398   -0.0919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9541   -0.1568    1.0264 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1365   -1.2739   -0.7613 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6278    0.8008   -2.1783 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0776    1.1078   -2.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9057    0.0626   -1.4230 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1090   -1.2272   -2.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8286   -0.9659   -3.4024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7730   -0.7761   -7.4876 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4387   -0.2328   -4.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3131    2.1035   -2.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4363    1.0966   -4.4726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0356    1.9450   -0.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0995    3.0337   -1.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5824    1.6913   -0.2130 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2179   -0.9970   -1.6362 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4613    1.2449   -3.1913 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2189    2.0817   -1.6880 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4578   -0.1636   -0.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8922    0.5023   -1.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6729   -1.9545   -1.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1559   -1.6879   -2.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7728   -0.9059   -3.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0
 19 18  1  0
  5  9  2  0
  4 17  1  0
  6 12  1  0
 12 13  1  0
 17 13  1  0
  9  8  1  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  3  4  2  0
  2  1  2  3
  2 10  1  0
 10 11  2  0
 10  9  1  0
 14 16  1  0
  4  5  1  0
 14 15  2  0
  3  2  1  0
 19 20  1  0
 17 18  1  0
 20 21  1  0
  3 23  1  0
 12 26  1  0
 12 27  1  0
 13 28  1  1
 19 32  1  0
 19 33  1  0
 18 30  1  0
 18 31  1  0
  8 25  1  0
  7 24  1  0
  1 22  1  0
 16 29  1  0
 20 34  1  0
 20 35  1  0
 21 36  1  0
M  END


  Mrv1652306202122383D          

 36 38  0  0  0  0            999 V2000
    0.0043   -0.6795   -6.8125 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4792   -0.1963   -5.7074 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4021    0.0546   -4.5205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0918    0.5691   -3.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4773    0.9019   -3.3281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1354    1.5476   -2.2737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4549    1.6706   -2.6591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5832    1.1312   -3.9263 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3571    0.6859   -4.3507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9861    0.1173   -5.6075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7281   -0.1108   -6.5520 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3894    1.9851   -1.0637 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1052    1.1400   -0.8670 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4596   -0.1398   -0.0919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9541   -0.1568    1.0264 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1365   -1.2739   -0.7613 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6278    0.8008   -2.1783 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0776    1.1078   -2.1741 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9057    0.0626   -1.4230 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1090   -1.2272   -2.2060 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8286   -0.9659   -3.4024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7730   -0.7761   -7.4876 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4387   -0.2328   -4.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3131    2.1035   -2.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4363    1.0966   -4.4726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0356    1.9450   -0.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0995    3.0337   -1.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5824    1.6913   -0.2130 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2179   -0.9970   -1.6362 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4613    1.2449   -3.1913 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2189    2.0817   -1.6880 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4578   -0.1636   -0.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8922    0.5023   -1.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6729   -1.9545   -1.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1559   -1.6879   -2.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7728   -0.9059   -3.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0  0  0  0
 19 18  1  0  0  0  0
  5  9  2  0  0  0  0
  4 17  1  0  0  0  0
  6 12  1  0  0  0  0
 12 13  1  0  0  0  0
 17 13  1  0  0  0  0
  9  8  1  0  0  0  0
  8  7  1  0  0  0  0
  7  6  2  0  0  0  0
  6  5  1  0  0  0  0
  3  4  2  0  0  0  0
  2  1  2  3  0  0  0
  2 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10  9  1  0  0  0  0
 14 16  1  0  0  0  0
  4  5  1  0  0  0  0
 14 15  2  0  0  0  0
  3  2  1  0  0  0  0
 19 20  1  0  0  0  0
 17 18  1  0  0  0  0
 20 21  1  0  0  0  0
  3 23  1  0  0  0  0
 12 26  1  0  0  0  0
 12 27  1  0  0  0  0
 13 28  1  1  0  0  0
 19 32  1  0  0  0  0
 19 33  1  0  0  0  0
 18 30  1  0  0  0  0
 18 31  1  0  0  0  0
  8 25  1  0  0  0  0
  7 24  1  0  0  0  0
  1 22  1  0  0  0  0
 16 29  1  0  0  0  0
 20 34  1  0  0  0  0
 20 35  1  0  0  0  0
 21 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0037804

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)[C@@]1([H])N(C2=C([H])C(=N[H])C(=O)C3=C2C(=C([H])N3[H])C1([H])[H])C([H])([H])C([H])([H])C([H])([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C14H15N3O4/c15-8-5-9-11-7(6-16-12(11)13(8)19)4-10(14(20)21)17(9)2-1-3-18/h5-6,10,15-16,18H,1-4H2,(H,20,21)/t10-/m0/s1

> <INCHI_KEY>
AVTHRRQBEUZZAG-JTQLQIEISA-N

> <FORMULA>
C14H15N3O4

> <MOLECULAR_WEIGHT>
289.291

> <EXACT_MASS>
289.106255975

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
28.44023035862071

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6S)-7-(3-hydroxypropyl)-10-imino-11-oxo-2,7-diazatricyclo[6.3.1.0^{4,12}]dodeca-1(12),3,8-triene-6-carboxylic acid

> <ALOGPS_LOGP>
0.04

> <JCHEM_LOGP>
-2.897145774963613

> <ALOGPS_LOGS>
-3.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.17652529258693

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.676212256319719

> <JCHEM_PKA_STRONGEST_BASIC>
8.069856251776274

> <JCHEM_POLAR_SURFACE_AREA>
117.48

> <JCHEM_REFRACTIVITY>
87.18959999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.85e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6S)-7-(3-hydroxypropyl)-10-imino-11-oxo-2,7-diazatricyclo[6.3.1.0^{4,12}]dodeca-1(12),3,8-triene-6-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 36 38  0  0  0  0  0  0  0  0999 V2000
    0.0043   -0.6795   -6.8125 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4792   -0.1963   -5.7074 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4021    0.0546   -4.5205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0918    0.5691   -3.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4773    0.9019   -3.3281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1354    1.5476   -2.2737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4549    1.6706   -2.6591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5832    1.1312   -3.9263 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3571    0.6859   -4.3507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9861    0.1173   -5.6075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7281   -0.1108   -6.5520 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3894    1.9851   -1.0637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1052    1.1400   -0.8670 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4596   -0.1398   -0.0919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9541   -0.1568    1.0264 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1365   -1.2739   -0.7613 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6278    0.8008   -2.1783 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0776    1.1078   -2.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9057    0.0626   -1.4230 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1090   -1.2272   -2.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8286   -0.9659   -3.4024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7730   -0.7761   -7.4876 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4387   -0.2328   -4.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3131    2.1035   -2.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4363    1.0966   -4.4726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0356    1.9450   -0.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0995    3.0337   -1.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5824    1.6913   -0.2130 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2179   -0.9970   -1.6362 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4613    1.2449   -3.1913 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2189    2.0817   -1.6880 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4578   -0.1636   -0.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8922    0.5023   -1.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6729   -1.9545   -1.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1559   -1.6879   -2.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7728   -0.9059   -3.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0
 19 18  1  0
  5  9  2  0
  4 17  1  0
  6 12  1  0
 12 13  1  0
 17 13  1  0
  9  8  1  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  3  4  2  0
  2  1  2  3
  2 10  1  0
 10 11  2  0
 10  9  1  0
 14 16  1  0
  4  5  1  0
 14 15  2  0
  3  2  1  0
 19 20  1  0
 17 18  1  0
 20 21  1  0
  3 23  1  0
 12 26  1  0
 12 27  1  0
 13 28  1  1
 19 32  1  0
 19 33  1  0
 18 30  1  0
 18 31  1  0
  8 25  1  0
  7 24  1  0
  1 22  1  0
 16 29  1  0
 20 34  1  0
 20 35  1  0
 21 36  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  N   UNK     0       0.004  -0.680  -6.813  0.00  0.00           N+0
HETATM    2  C   UNK     0      -0.479  -0.196  -5.707  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.402   0.055  -4.521  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.092   0.569  -3.374  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.477   0.902  -3.328  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.135   1.548  -2.274  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.455   1.671  -2.659  0.00  0.00           C+0
HETATM    8  N   UNK     0      -3.583   1.131  -3.926  0.00  0.00           N+0
HETATM    9  C   UNK     0      -2.357   0.686  -4.351  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.986   0.117  -5.607  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.728  -0.111  -6.552  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.389   1.985  -1.064  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.105   1.140  -0.867  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.460  -0.140  -0.092  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.954  -0.157   1.026  0.00  0.00           O+0
HETATM   16  O   UNK     0      -0.137  -1.274  -0.761  0.00  0.00           O+0
HETATM   17  N   UNK     0       0.628   0.801  -2.178  0.00  0.00           N+0
HETATM   18  C   UNK     0       2.078   1.108  -2.174  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.906   0.063  -1.423  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.109  -1.227  -2.206  0.00  0.00           C+0
HETATM   21  O   UNK     0       3.829  -0.966  -3.402  0.00  0.00           O+0
HETATM   22  H   UNK     0      -0.773  -0.776  -7.488  0.00  0.00           H+0
HETATM   23  H   UNK     0       1.439  -0.233  -4.646  0.00  0.00           H+0
HETATM   24  H   UNK     0      -4.313   2.103  -2.161  0.00  0.00           H+0
HETATM   25  H   UNK     0      -4.436   1.097  -4.473  0.00  0.00           H+0
HETATM   26  H   UNK     0      -2.036   1.945  -0.180  0.00  0.00           H+0
HETATM   27  H   UNK     0      -1.099   3.034  -1.208  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.582   1.691  -0.213  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.218  -0.997  -1.636  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.461   1.245  -3.191  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.219   2.082  -1.688  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.458  -0.164  -0.450  0.00  0.00           H+0
HETATM   33  H   UNK     0       3.892   0.502  -1.229  0.00  0.00           H+0
HETATM   34  H   UNK     0       3.673  -1.954  -1.613  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.156  -1.688  -2.477  0.00  0.00           H+0
HETATM   36  H   UNK     0       4.773  -0.906  -3.173  0.00  0.00           H+0
CONECT    1    2   22                                                       
CONECT    2    1   10    3                                                  
CONECT    3    4    2   23                                                  
CONECT    4   17    3    5                                                  
CONECT    5    9    6    4                                                  
CONECT    6   12    7    5                                                  
CONECT    7    8    6   24                                                  
CONECT    8    9    7   25                                                  
CONECT    9    5    8   10                                                  
CONECT   10    2   11    9                                                  
CONECT   11   10                                                            
CONECT   12    6   13   26   27                                             
CONECT   13   14   12   17   28                                             
CONECT   14   13   16   15                                                  
CONECT   15   14                                                            
CONECT   16   14   29                                                       
CONECT   17    4   13   18                                                  
CONECT   18   19   17   30   31                                             
CONECT   19   18   20   32   33                                             
CONECT   20   19   21   34   35                                             
CONECT   21   20   36                                                       
CONECT   22    1                                                            
CONECT   23    3                                                            
CONECT   24    7                                                            
CONECT   25    8                                                            
CONECT   26   12                                                            
CONECT   27   12                                                            
CONECT   28   13                                                            
CONECT   29   16                                                            
CONECT   30   18                                                            
CONECT   31   18                                                            
CONECT   32   19                                                            
CONECT   33   19                                                            
CONECT   34   20                                                            
CONECT   35   20                                                            
CONECT   36   21                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   76    0
END

RDKit          3D

36 38  0  0  0  0  0  0  0  0999 V2000
    0.0043   -0.6795   -6.8125 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4792   -0.1963   -5.7074 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4021    0.0546   -4.5205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0918    0.5691   -3.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4773    0.9019   -3.3281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1354    1.5476   -2.2737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4549    1.6706   -2.6591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5832    1.1312   -3.9263 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3571    0.6859   -4.3507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9861    0.1173   -5.6075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7281   -0.1108   -6.5520 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3894    1.9851   -1.0637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1052    1.1400   -0.8670 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4596   -0.1398   -0.0919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9541   -0.1568    1.0264 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1365   -1.2739   -0.7613 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6278    0.8008   -2.1783 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0776    1.1078   -2.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9057    0.0626   -1.4230 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1090   -1.2272   -2.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8286   -0.9659   -3.4024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7730   -0.7761   -7.4876 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4387   -0.2328   -4.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3131    2.1035   -2.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4363    1.0966   -4.4726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0356    1.9450   -0.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0995    3.0337   -1.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5824    1.6913   -0.2130 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2179   -0.9970   -1.6362 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4613    1.2449   -3.1913 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2189    2.0817   -1.6880 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4578   -0.1636   -0.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8922    0.5023   -1.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6729   -1.9545   -1.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1559   -1.6879   -2.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7728   -0.9059   -3.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0
 19 18  1  0
  5  9  2  0
  4 17  1  0
  6 12  1  0
 12 13  1  0
 17 13  1  0
  9  8  1  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  3  4  2  0
  2  1  2  3
  2 10  1  0
 10 11  2  0
 10  9  1  0
 14 16  1  0
  4  5  1  0
 14 15  2  0
  3  2  1  0
 19 20  1  0
 17 18  1  0
 20 21  1  0
  3 23  1  0
 12 26  1  0
 12 27  1  0
 13 28  1  1
 19 32  1  0
 19 33  1  0
 18 30  1  0
 18 31  1  0
  8 25  1  0
  7 24  1  0
  1 22  1  0
 16 29  1  0
 20 34  1  0
 20 35  1  0
 21 36  1  0
M  END

View in JSmol

Synonyms

Value	Source
(6S)-7-(3-Hydroxypropyl)-10-imino-11-oxo-2,7-diazatricyclo[6.3.1.0,]dodeca-1(12),3,8-triene-6-carboxylate	Generator

Chemical Formula

C₁₄H₁₅N₃O₄

Average Mass

289.2910 Da

Monoisotopic Mass

289.10626 Da

IUPAC Name

(6S)-7-(3-hydroxypropyl)-10-imino-11-oxo-2,7-diazatricyclo[6.3.1.0^{4,12}]dodeca-1(12),3,8-triene-6-carboxylic acid

Traditional Name

(6S)-7-(3-hydroxypropyl)-10-imino-11-oxo-2,7-diazatricyclo[6.3.1.0^{4,12}]dodeca-1(12),3,8-triene-6-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)[C@@]1([H])N(C2=C([H])C(=N[H])C(=O)C3=C2C(=C([H])N3[H])C1([H])[H])C([H])([H])C([H])([H])C([H])([H])O[H]

InChI Identifier

InChI=1S/C14H15N3O4/c15-8-5-9-11-7(6-16-12(11)13(8)19)4-10(14(20)21)17(9)2-1-3-18/h5-6,10,15-16,18H,1-4H2,(H,20,21)/t10-/m0/s1

InChI Key

AVTHRRQBEUZZAG-JTQLQIEISA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Mycena haematopus	JEOL database	Peters, S., et al. Eur. J. Org. Chem. 2008, 319

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinoline carboxylic acids. These are quinolines in which the quinoline ring system is substituted by a carboxyl group at one or more positions.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Quinoline carboxylic acids

Direct Parent

Quinoline carboxylic acids

Alternative Parents

Substituents

Pyrrolo[4,3,2-de]quinoline
Pyrroloquinoline
Quinoline-2-carboxylic acid
Alpha-amino acid
Alpha-amino acid or derivatives
L-alpha-amino acid
Indole or derivatives
O-quinonimine
Quinonimine
Aryl ketone
Aralkylamine
Heteroaromatic compound
Pyrrole
1,3-aminoalcohol
Tertiary aliphatic amine
Tertiary amine
Ketimine
Amino acid
Amino acid or derivatives
Ketone
Alkanolamine
Carboxylic acid derivative
Carboxylic acid
Enamine
Azacycle
Monocarboxylic acid or derivatives
Imine
Organic oxygen compound
Organic nitrogen compound
Alcohol
Carbonyl group
Organic oxide
Hydrocarbon derivative
Organopnictogen compound
Primary alcohol
Amine
Organooxygen compound
Organonitrogen 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	0.04	ALOGPS
logP	-2.9	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	3.68	ChemAxon
pKa (Strongest Basic)	8.07	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	117.48 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	87.19 m³·mol⁻¹	ChemAxon
Polarizability	28.44 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

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

135693514

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Peters, S., et al. (2008). Peters, S., et al. Eur. J. Org. Chem. 2008, 319. Eur. J. Org. Chem..

Showing NP-Card for mycenarubin E (NP0037804)

MOL for NP0037804 (mycenarubin E)

3D MOL for NP0037804 (mycenarubin E)

3D SDF for NP0037804 (mycenarubin E)

3D-SDF for NP0037804 (mycenarubin E)

PDB for NP0037804 (mycenarubin E)

3D PDB for NP0037804 (mycenarubin E)

SMILES for NP0037804 (mycenarubin E)

INCHI for NP0037804 (mycenarubin E)

Structure for NP0037804 (mycenarubin E)

3D Structure for NP0037804 (mycenarubin E)