NP-MRD: Showing NP-Card for mycenarubin A (NP0033166)

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Record Information

Version

2.0

Created at

2021-06-19 23:47:10 UTC

Updated at

2021-06-30 00:02:47 UTC

NP-MRD ID

NP0033166

Secondary Accession Numbers

None

Natural Product Identification

Common Name

mycenarubin A

Provided By

JEOL Database JEOL Logo

Description

mycenarubin A is found in Mycena haematopus, Mycena rosea and Mycena sanguinolenta. mycenarubin A was first documented in 2007 (Peters, S., et al.). Based on a literature review very few articles have been published on (6S)-7-(3-aminopropyl)-10,11-dioxo-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


  Mrv1652306202101473D          

 36 38  0  0  0  0            999 V2000
   -3.1829    4.5043    0.2773 N   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0819    4.1378    1.1577 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5876    2.7309    0.8303 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4675    2.3116    1.7828 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0044    0.9481    1.4622 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9079    0.6566    0.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7236    1.5312   -0.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6873    1.0991   -1.2735 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3877    1.9325   -1.8340 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7786   -0.4061   -1.6362 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5801   -0.8362   -2.4499 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8222   -1.2010   -0.9255 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5682   -2.5453   -1.0346 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5065   -2.8730   -0.2119 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1003   -1.7259    0.4391 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9560   -0.7058    0.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0135   -1.4416    1.3815 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7311   -0.1714    2.2218 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0529   -0.5583    3.4873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3247   -1.3721    4.3176 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2162    0.1293    3.6174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8710    4.5098   -0.6938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4852    5.4568    0.4819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4279    4.1833    2.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2679    4.8622    1.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2305    2.6941   -0.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4175    2.0163    0.9016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8267    2.3441    2.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3644    3.0232    1.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7582    2.5861    0.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0616   -3.1823   -1.6502 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1317   -3.8883   -0.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2077   -2.3112    2.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9187   -1.2693    0.7849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6892    0.2259    2.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3067    0.6960    2.8187 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
  6  5  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18  5  1  0  0  0  0
  7  6  2  0  0  0  0
 10 11  2  0  0  0  0
 18 19  1  0  0  0  0
  5  4  1  0  0  0  0
 19 20  2  0  0  0  0
  8  7  1  0  0  0  0
 19 21  1  0  0  0  0
  8 10  1  0  0  0  0
  4  3  1  0  0  0  0
 10 12  1  0  0  0  0
  3  2  1  0  0  0  0
  6 16  1  0  0  0  0
  2  1  1  0  0  0  0
 16 12  2  0  0  0  0
  8  9  2  0  0  0  0
 13 31  1  0  0  0  0
 14 32  1  0  0  0  0
  4 28  1  0  0  0  0
  4 29  1  0  0  0  0
  7 30  1  0  0  0  0
 17 33  1  0  0  0  0
 17 34  1  0  0  0  0
 18 35  1  1  0  0  0
 21 36  1  0  0  0  0
  3 26  1  0  0  0  0
  3 27  1  0  0  0  0
  2 24  1  0  0  0  0
  2 25  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
M  END

     RDKit          3D

 36 38  0  0  0  0  0  0  0  0999 V2000
   -3.1829    4.5043    0.2773 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0819    4.1378    1.1577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5876    2.7309    0.8303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4675    2.3116    1.7828 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0044    0.9481    1.4622 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9079    0.6566    0.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7236    1.5312   -0.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6873    1.0991   -1.2735 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3877    1.9325   -1.8340 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7786   -0.4061   -1.6362 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5801   -0.8362   -2.4499 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8222   -1.2010   -0.9255 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5682   -2.5453   -1.0346 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5065   -2.8730   -0.2119 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1003   -1.7259    0.4391 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9560   -0.7058    0.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0135   -1.4416    1.3815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7311   -0.1714    2.2218 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0529   -0.5583    3.4873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3247   -1.3721    4.3176 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2162    0.1293    3.6174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8710    4.5098   -0.6938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4852    5.4568    0.4819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4279    4.1833    2.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2679    4.8622    1.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2305    2.6941   -0.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4175    2.0163    0.9016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8267    2.3441    2.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3644    3.0232    1.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7582    2.5861    0.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0616   -3.1823   -1.6502 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1317   -3.8883   -0.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2077   -2.3112    2.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9187   -1.2693    0.7849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6892    0.2259    2.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3067    0.6960    2.8187 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
  6  5  1  0
 15 17  1  0
 17 18  1  0
 18  5  1  0
  7  6  2  0
 10 11  2  0
 18 19  1  0
  5  4  1  0
 19 20  2  0
  8  7  1  0
 19 21  1  0
  8 10  1  0
  4  3  1  0
 10 12  1  0
  3  2  1  0
  6 16  1  0
  2  1  1  0
 16 12  2  0
  8  9  2  0
 13 31  1  0
 14 32  1  0
  4 28  1  0
  4 29  1  0
  7 30  1  0
 17 33  1  0
 17 34  1  0
 18 35  1  1
 21 36  1  0
  3 26  1  0
  3 27  1  0
  2 24  1  0
  2 25  1  0
  1 22  1  0
  1 23  1  0
M  END


  Mrv1652306202101473D          

 36 38  0  0  0  0            999 V2000
   -3.1829    4.5043    0.2773 N   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0819    4.1378    1.1577 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5876    2.7309    0.8303 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4675    2.3116    1.7828 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0044    0.9481    1.4622 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9079    0.6566    0.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7236    1.5312   -0.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6873    1.0991   -1.2735 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3877    1.9325   -1.8340 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7786   -0.4061   -1.6362 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5801   -0.8362   -2.4499 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8222   -1.2010   -0.9255 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5682   -2.5453   -1.0346 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5065   -2.8730   -0.2119 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1003   -1.7259    0.4391 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9560   -0.7058    0.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0135   -1.4416    1.3815 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7311   -0.1714    2.2218 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0529   -0.5583    3.4873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3247   -1.3721    4.3176 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2162    0.1293    3.6174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8710    4.5098   -0.6938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4852    5.4568    0.4819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4279    4.1833    2.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2679    4.8622    1.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2305    2.6941   -0.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4175    2.0163    0.9016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8267    2.3441    2.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3644    3.0232    1.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7582    2.5861    0.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0616   -3.1823   -1.6502 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1317   -3.8883   -0.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2077   -2.3112    2.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9187   -1.2693    0.7849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6892    0.2259    2.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3067    0.6960    2.8187 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
  6  5  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18  5  1  0  0  0  0
  7  6  2  0  0  0  0
 10 11  2  0  0  0  0
 18 19  1  0  0  0  0
  5  4  1  0  0  0  0
 19 20  2  0  0  0  0
  8  7  1  0  0  0  0
 19 21  1  0  0  0  0
  8 10  1  0  0  0  0
  4  3  1  0  0  0  0
 10 12  1  0  0  0  0
  3  2  1  0  0  0  0
  6 16  1  0  0  0  0
  2  1  1  0  0  0  0
 16 12  2  0  0  0  0
  8  9  2  0  0  0  0
 13 31  1  0  0  0  0
 14 32  1  0  0  0  0
  4 28  1  0  0  0  0
  4 29  1  0  0  0  0
  7 30  1  0  0  0  0
 17 33  1  0  0  0  0
 17 34  1  0  0  0  0
 18 35  1  1  0  0  0
 21 36  1  0  0  0  0
  3 26  1  0  0  0  0
  3 27  1  0  0  0  0
  2 24  1  0  0  0  0
  2 25  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0033166

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C14H15N3O4/c15-2-1-3-17-8-5-10(18)13(19)12-11(8)7(6-16-12)4-9(17)14(20)21/h5-6,9,16H,1-4,15H2,(H,20,21)/t9-/m0/s1

> <INCHI_KEY>
GIHACZHGZUTZSY-VIFPVBQESA-N

> <FORMULA>
C14H15N3O4

> <MOLECULAR_WEIGHT>
289.291

> <EXACT_MASS>
289.106255975

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
28.901820626672652

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-0.75

> <JCHEM_LOGP>
-2.6401478235007576

> <ALOGPS_LOGS>
-1.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.690003371320554

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.770973894657247

> <JCHEM_PKA_STRONGEST_BASIC>
9.467001779838148

> <JCHEM_POLAR_SURFACE_AREA>
116.49

> <JCHEM_REFRACTIVITY>
76.37509999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.12e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6S)-7-(3-aminopropyl)-10,11-dioxo-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
   -3.1829    4.5043    0.2773 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0819    4.1378    1.1577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5876    2.7309    0.8303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4675    2.3116    1.7828 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0044    0.9481    1.4622 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9079    0.6566    0.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7236    1.5312   -0.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6873    1.0991   -1.2735 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3877    1.9325   -1.8340 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7786   -0.4061   -1.6362 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5801   -0.8362   -2.4499 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8222   -1.2010   -0.9255 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5682   -2.5453   -1.0346 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5065   -2.8730   -0.2119 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1003   -1.7259    0.4391 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9560   -0.7058    0.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0135   -1.4416    1.3815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7311   -0.1714    2.2218 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0529   -0.5583    3.4873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3247   -1.3721    4.3176 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2162    0.1293    3.6174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8710    4.5098   -0.6938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4852    5.4568    0.4819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4279    4.1833    2.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2679    4.8622    1.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2305    2.6941   -0.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4175    2.0163    0.9016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8267    2.3441    2.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3644    3.0232    1.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7582    2.5861    0.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0616   -3.1823   -1.6502 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1317   -3.8883   -0.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2077   -2.3112    2.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9187   -1.2693    0.7849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6892    0.2259    2.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3067    0.6960    2.8187 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
  6  5  1  0
 15 17  1  0
 17 18  1  0
 18  5  1  0
  7  6  2  0
 10 11  2  0
 18 19  1  0
  5  4  1  0
 19 20  2  0
  8  7  1  0
 19 21  1  0
  8 10  1  0
  4  3  1  0
 10 12  1  0
  3  2  1  0
  6 16  1  0
  2  1  1  0
 16 12  2  0
  8  9  2  0
 13 31  1  0
 14 32  1  0
  4 28  1  0
  4 29  1  0
  7 30  1  0
 17 33  1  0
 17 34  1  0
 18 35  1  1
 21 36  1  0
  3 26  1  0
  3 27  1  0
  2 24  1  0
  2 25  1  0
  1 22  1  0
  1 23  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      -3.183   4.504   0.277  0.00  0.00           N+0
HETATM    2  C   UNK     0      -2.082   4.138   1.158  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.588   2.731   0.830  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.468   2.312   1.783  0.00  0.00           C+0
HETATM    5  N   UNK     0       0.004   0.948   1.462  0.00  0.00           N+0
HETATM    6  C   UNK     0       0.908   0.657   0.417  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.724   1.531  -0.205  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.687   1.099  -1.274  0.00  0.00           C+0
HETATM    9  O   UNK     0       3.388   1.933  -1.834  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.779  -0.406  -1.636  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.580  -0.836  -2.450  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.822  -1.201  -0.926  0.00  0.00           C+0
HETATM   13  N   UNK     0       1.568  -2.545  -1.035  0.00  0.00           N+0
HETATM   14  C   UNK     0       0.506  -2.873  -0.212  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.100  -1.726   0.439  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.956  -0.706   0.008  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.014  -1.442   1.381  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.731  -0.171   2.222  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.053  -0.558   3.487  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.325  -1.372   4.318  0.00  0.00           O+0
HETATM   21  O   UNK     0       1.216   0.129   3.617  0.00  0.00           O+0
HETATM   22  H   UNK     0      -2.871   4.510  -0.694  0.00  0.00           H+0
HETATM   23  H   UNK     0      -3.485   5.457   0.482  0.00  0.00           H+0
HETATM   24  H   UNK     0      -2.428   4.183   2.196  0.00  0.00           H+0
HETATM   25  H   UNK     0      -1.268   4.862   1.045  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.230   2.694  -0.207  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.418   2.016   0.902  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.827   2.344   2.819  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.364   3.023   1.737  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.758   2.586   0.028  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.062  -3.182  -1.650  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.132  -3.888  -0.183  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.208  -2.311   2.019  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.919  -1.269   0.785  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.689   0.226   2.581  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.307   0.696   2.819  0.00  0.00           H+0
CONECT    1    2   22   23                                                  
CONECT    2    3    1   24   25                                             
CONECT    3    4    2   26   27                                             
CONECT    4    5    3   28   29                                             
CONECT    5    6   18    4                                                  
CONECT    6    5    7   16                                                  
CONECT    7    6    8   30                                                  
CONECT    8    7   10    9                                                  
CONECT    9    8                                                            
CONECT   10   11    8   12                                                  
CONECT   11   10                                                            
CONECT   12   13   10   16                                                  
CONECT   13   12   14   31                                                  
CONECT   14   13   15   32                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15    6   12                                                  
CONECT   17   15   18   33   34                                             
CONECT   18   17    5   19   35                                             
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   36                                                       
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    2                                                            
CONECT   25    2                                                            
CONECT   26    3                                                            
CONECT   27    3                                                            
CONECT   28    4                                                            
CONECT   29    4                                                            
CONECT   30    7                                                            
CONECT   31   13                                                            
CONECT   32   14                                                            
CONECT   33   17                                                            
CONECT   34   17                                                            
CONECT   35   18                                                            
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
   -3.1829    4.5043    0.2773 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0819    4.1378    1.1577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5876    2.7309    0.8303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4675    2.3116    1.7828 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0044    0.9481    1.4622 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9079    0.6566    0.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7236    1.5312   -0.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6873    1.0991   -1.2735 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3877    1.9325   -1.8340 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7786   -0.4061   -1.6362 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5801   -0.8362   -2.4499 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8222   -1.2010   -0.9255 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5682   -2.5453   -1.0346 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5065   -2.8730   -0.2119 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1003   -1.7259    0.4391 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9560   -0.7058    0.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0135   -1.4416    1.3815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7311   -0.1714    2.2218 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0529   -0.5583    3.4873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3247   -1.3721    4.3176 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2162    0.1293    3.6174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8710    4.5098   -0.6938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4852    5.4568    0.4819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4279    4.1833    2.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2679    4.8622    1.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2305    2.6941   -0.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4175    2.0163    0.9016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8267    2.3441    2.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3644    3.0232    1.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7582    2.5861    0.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0616   -3.1823   -1.6502 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1317   -3.8883   -0.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2077   -2.3112    2.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9187   -1.2693    0.7849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6892    0.2259    2.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3067    0.6960    2.8187 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
  6  5  1  0
 15 17  1  0
 17 18  1  0
 18  5  1  0
  7  6  2  0
 10 11  2  0
 18 19  1  0
  5  4  1  0
 19 20  2  0
  8  7  1  0
 19 21  1  0
  8 10  1  0
  4  3  1  0
 10 12  1  0
  3  2  1  0
  6 16  1  0
  2  1  1  0
 16 12  2  0
  8  9  2  0
 13 31  1  0
 14 32  1  0
  4 28  1  0
  4 29  1  0
  7 30  1  0
 17 33  1  0
 17 34  1  0
 18 35  1  1
 21 36  1  0
  3 26  1  0
  3 27  1  0
  2 24  1  0
  2 25  1  0
  1 22  1  0
  1 23  1  0
M  END

View in JSmol

Synonyms

Value	Source
(6S)-7-(3-Aminopropyl)-10,11-dioxo-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-aminopropyl)-10,11-dioxo-2,7-diazatricyclo[6.3.1.0^{4,12}]dodeca-1(12),3,8-triene-6-carboxylic acid

Traditional Name

(6S)-7-(3-aminopropyl)-10,11-dioxo-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(=O)C(=O)C3=C2C(=C([H])N3[H])C1([H])[H])C([H])([H])C([H])([H])C([H])([H])N([H])[H]

InChI Identifier

InChI=1S/C14H15N3O4/c15-2-1-3-17-8-5-10(18)13(19)12-11(8)7(6-16-12)4-9(17)14(20)21/h5-6,9,16H,1-4,15H2,(H,20,21)/t9-/m0/s1

InChI Key

GIHACZHGZUTZSY-VIFPVBQESA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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, 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	LOTUS Database	35616633
Mycena rosea	LOTUS Database	35616633
Mycena sanguinolenta	JEOL database	Peters, S., et al, J. Nat. Prod. 70, 1274 (2007)

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-0.75	ALOGPS
logP	-2.6	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	3.77	ChemAxon
pKa (Strongest Basic)	9.47	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	116.49 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	76.38 m³·mol⁻¹	ChemAxon
Polarizability	28.9 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

17277906

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16120789

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Peters, S., et al. (2007). Peters, S., et al, J. Nat. Prod. 70, 1274 (2007). J. Nat. Prod..

Showing NP-Card for mycenarubin A (NP0033166)

MOL for NP0033166 (mycenarubin A)

3D MOL for NP0033166 (mycenarubin A)

3D SDF for NP0033166 (mycenarubin A)

3D-SDF for NP0033166 (mycenarubin A)

PDB for NP0033166 (mycenarubin A)

3D PDB for NP0033166 (mycenarubin A)

SMILES for NP0033166 (mycenarubin A)

INCHI for NP0033166 (mycenarubin A)

Structure for NP0033166 (mycenarubin A)

3D Structure for NP0033166 (mycenarubin A)