MiMeDB: Showing metabocard for Asperazine (MMDBc0014301)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 05:22:17 UTC

Update Date

2022-08-31 06:37:31 UTC

Metabolite ID

MMDBc0014301

Metabolite Identification

Common Name

Asperazine

Description

Asperazine belongs to the class of organic compounds known as pyrroloindoles. Pyrroloindoles are compounds containing a pyrroloindole moiety, which is a tricyclic heterocycle which consists of a pyrrole ring fused to an indole. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Indole is a bicyclic compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring. Asperazine is a moderately basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152107222D          

 55 63  0  0  1  0            999 V2000
   -2.5172    5.3713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8717    0.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8597    4.8731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4145    6.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7164   -0.6649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2476    0.6849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8850    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0403    0.1418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1864    2.3492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0994    5.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6542    6.5102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9371   -0.9356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4683    0.4142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7150    3.0262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1057    1.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8357    1.6024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4162   -0.3978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2364    6.3323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5337   -0.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3938    4.3393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0612    1.3501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5684    3.1227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9967    6.0120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3130   -0.3960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2911    3.5207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8929    2.9565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4816    0.6832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0137    1.5327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6369   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4211    5.8341    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7362    4.8376    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0904   -0.1271    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3385    0.9521    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5423    2.2097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3184    5.0155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8389    5.6562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5592    1.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8697   -0.3978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3124    0.0391    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6630    0.7859    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7237    2.3124    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1814    6.1544    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9760    4.5172    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0649    0.6832    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9143   -0.5251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4938    0.1418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4419    4.6952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5992    5.9765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4039    2.0330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0250   -1.2080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3391    5.5137    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6335    4.0190    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2457   -0.9373    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9617   -0.7077    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  1  1  0  0  0  0
  5  2  2  0  0  0  0
  6  2  1  0  0  0  0
  8  7  2  0  0  0  0
 10  3  1  0  0  0  0
 11  4  2  0  0  0  0
 12  5  1  0  0  0  0
 13  6  2  0  0  0  0
 14  9  2  0  0  0  0
 15  7  1  0  0  0  0
 16  9  1  0  0  0  0
 17  8  1  0  0  0  0
 23 10  2  0  0  0  0
 23 11  1  0  0  0  0
 23 18  1  0  0  0  0
 24 12  2  0  0  0  0
 24 13  1  0  0  0  0
 24 19  1  0  0  0  0
 25 20  1  0  0  0  0
 25 22  2  0  0  0  0
 26 14  1  0  0  0  0
 26 25  1  0  0  0  0
 27 15  2  0  0  0  0
 28 16  2  0  0  0  0
 29 17  2  0  0  0  0
 29 27  1  0  0  0  0
 30 18  1  1  0  0  0
 31 20  1  6  0  0  0
 32 19  1  1  0  0  0
 33 21  1  0  0  0  0
 34 26  2  0  0  0  0
 34 28  1  0  0  0  0
 35 30  1  0  0  0  0
 36 31  1  0  0  0  0
 37 33  1  0  0  0  0
 38 32  1  0  0  0  0
 40 21  1  0  0  0  0
 40 27  1  0  0  0  0
 40 28  1  1  0  0  0
 40 39  1  0  0  0  0
 41 22  1  0  0  0  0
 41 34  1  0  0  0  0
 42 30  1  0  0  0  0
 42 36  2  0  0  0  0
 43 31  1  0  0  0  0
 43 35  2  0  0  0  0
 44 32  1  0  0  0  0
 44 37  2  0  0  0  0
 45 29  1  0  0  0  0
 45 39  1  0  0  0  0
 46 33  1  0  0  0  0
 46 38  1  0  0  0  0
 46 39  1  0  0  0  0
 47 35  1  0  0  0  0
 48 36  1  0  0  0  0
 49 37  1  0  0  0  0
 50 38  2  0  0  0  0
 30 51  1  6  0  0  0
 31 52  1  1  0  0  0
 32 53  1  6  0  0  0
 33 54  1  1  0  0  0
 39 55  1  1  0  0  0
M  END


  Mrv1652305152107222D          

 55 63  0  0  1  0            999 V2000
   -2.5172    5.3713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8717    0.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8597    4.8731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4145    6.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7164   -0.6649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2476    0.6849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8850    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0403    0.1418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1864    2.3492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0994    5.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6542    6.5102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9371   -0.9356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4683    0.4142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7150    3.0262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1057    1.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8357    1.6024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4162   -0.3978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2364    6.3323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5337   -0.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3938    4.3393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0612    1.3501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5684    3.1227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9967    6.0120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3130   -0.3960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2911    3.5207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8929    2.9565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4816    0.6832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0137    1.5327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6369   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4211    5.8341    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7362    4.8376    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0904   -0.1271    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3385    0.9521    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5423    2.2097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3184    5.0155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8389    5.6562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5592    1.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8697   -0.3978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3124    0.0391    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6630    0.7859    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7237    2.3124    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1814    6.1544    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9760    4.5172    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0649    0.6832    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9143   -0.5251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4938    0.1418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4419    4.6952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5992    5.9765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4039    2.0330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0250   -1.2080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3391    5.5137    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6335    4.0190    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2457   -0.9373    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9617   -0.7077    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  1  1  0  0  0  0
  5  2  2  0  0  0  0
  6  2  1  0  0  0  0
  8  7  2  0  0  0  0
 10  3  1  0  0  0  0
 11  4  2  0  0  0  0
 12  5  1  0  0  0  0
 13  6  2  0  0  0  0
 14  9  2  0  0  0  0
 15  7  1  0  0  0  0
 16  9  1  0  0  0  0
 17  8  1  0  0  0  0
 23 10  2  0  0  0  0
 23 11  1  0  0  0  0
 23 18  1  0  0  0  0
 24 12  2  0  0  0  0
 24 13  1  0  0  0  0
 24 19  1  0  0  0  0
 25 20  1  0  0  0  0
 25 22  2  0  0  0  0
 26 14  1  0  0  0  0
 26 25  1  0  0  0  0
 27 15  2  0  0  0  0
 28 16  2  0  0  0  0
 29 17  2  0  0  0  0
 29 27  1  0  0  0  0
 30 18  1  1  0  0  0
 31 20  1  6  0  0  0
 32 19  1  1  0  0  0
 33 21  1  0  0  0  0
 34 26  2  0  0  0  0
 34 28  1  0  0  0  0
 35 30  1  0  0  0  0
 36 31  1  0  0  0  0
 37 33  1  0  0  0  0
 38 32  1  0  0  0  0
 40 21  1  0  0  0  0
 40 27  1  0  0  0  0
 40 28  1  1  0  0  0
 40 39  1  0  0  0  0
 41 22  1  0  0  0  0
 41 34  1  0  0  0  0
 42 30  1  0  0  0  0
 42 36  2  0  0  0  0
 43 31  1  0  0  0  0
 43 35  2  0  0  0  0
 44 32  1  0  0  0  0
 44 37  2  0  0  0  0
 45 29  1  0  0  0  0
 45 39  1  0  0  0  0
 46 33  1  0  0  0  0
 46 38  1  0  0  0  0
 46 39  1  0  0  0  0
 47 35  1  0  0  0  0
 48 36  1  0  0  0  0
 49 37  1  0  0  0  0
 50 38  2  0  0  0  0
 30 51  1  6  0  0  0
 31 52  1  1  0  0  0
 32 53  1  6  0  0  0
 33 54  1  1  0  0  0
 39 55  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0014301

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]12C[C@@]3(C4=CC=CC=C4N[C@]3([H])N1C(=O)[C@@]([H])(CC1=CC=CC=C1)N=C2O)C1=CC=CC2=C1NC=C2C[C@]1([H])N=C(O)[C@@]([H])(CC2=CC=CC=C2)N=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C40H36N6O4/c47-35-30(18-23-10-3-1-4-11-23)42-36(48)31(43-35)20-25-22-41-34-26(25)14-9-16-28(34)40-21-33-37(49)44-32(19-24-12-5-2-6-13-24)38(50)46(33)39(40)45-29-17-8-7-15-27(29)40/h1-17,22,30-33,39,41,45H,18-21H2,(H,42,48)(H,43,47)(H,44,49)/t30-,31+,32-,33+,39-,40-/m1/s1

> <INCHI_KEY>
AWMBNXCUMNOLQI-JQLKQZRRSA-N

> <FORMULA>
C40H36N6O4

> <MOLECULAR_WEIGHT>
664.766

> <EXACT_MASS>
664.279803663

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
86

> <JCHEM_AVERAGE_POLARIZABILITY>
71.93221554948353

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,4R,7S,9R)-4-benzyl-9-(3-{[(2S,5R)-5-benzyl-3,6-dihydroxy-2,5-dihydropyrazin-2-yl]methyl}-1H-indol-7-yl)-6-hydroxy-2,5,16-triazatetracyclo[7.7.0.0^{2,7}.0^{10,15}]hexadeca-5,10,12,14-tetraen-3-one

> <ALOGPS_LOGP>
5.13

> <JCHEM_LOGP>
4.594092322082352

> <ALOGPS_LOGS>
-5.06

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
4.730324503511088

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.1548352094960315

> <JCHEM_PKA_STRONGEST_BASIC>
2.478129435711252

> <JCHEM_POLAR_SURFACE_AREA>
145.89999999999998

> <JCHEM_REFRACTIVITY>
199.84580000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.74e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,4R,7S,9R)-4-benzyl-9-(3-{[(2S,5R)-5-benzyl-3,6-dihydroxy-2,5-dihydropyrazin-2-yl]methyl}-1H-indol-7-yl)-6-hydroxy-2,5,16-triazatetracyclo[7.7.0.0^{2,7}.0^{10,15}]hexadeca-5,10,12,14-tetraen-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0      -4.699  10.026   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.360   0.271   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.471   9.096   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.507  11.554   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.071  -1.241   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.196   1.279   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.119   1.777   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.409   0.265   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.815   4.385   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.052   9.694   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.088  12.152   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.616  -1.746   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.741   0.773   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.935   5.649   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.664   2.282   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.160   2.991   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.244  -0.742   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.441  11.820   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.996  -1.244   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.468   8.100   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.848   2.520   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.928   5.829   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.861  11.222   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.451  -0.739   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.277   6.572   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.400   5.519   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.499   1.275   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.626   2.861   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.789  -0.237   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.786  10.890   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.241   9.030   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       0.169  -0.237   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.499   1.777   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.746   4.125   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       0.594   9.362   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       3.433  10.558   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       1.044   2.282   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       1.624  -0.742   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       4.316   0.073   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       4.971   1.467   0.000  0.00  0.00           C+0
HETATM   41  N   UNK     0       3.218   4.317   0.000  0.00  0.00           N+0
HETATM   42  N   UNK     0       2.205  11.488   0.000  0.00  0.00           N+0
HETATM   43  N   UNK     0       1.822   8.432   0.000  0.00  0.00           N+0
HETATM   44  N   UNK     0      -0.121   1.275   0.000  0.00  0.00           N+0
HETATM   45  N   UNK     0       5.440  -0.980   0.000  0.00  0.00           N+0
HETATM   46  N   UNK     0       2.788   0.265   0.000  0.00  0.00           N+0
HETATM   47  O   UNK     0      -0.825   8.764   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0       4.852  11.156   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0       0.754   3.795   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       1.913  -2.255   0.000  0.00  0.00           O+0
HETATM   51  H   UNK     0      -0.633  10.292   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0       3.049   7.502   0.000  0.00  0.00           H+0
HETATM   53  H   UNK     0       0.459  -1.750   0.000  0.00  0.00           H+0
HETATM   54  H   UNK     0       1.334   0.770   0.000  0.00  0.00           H+0
HETATM   55  H   UNK     0       3.662  -1.321   0.000  0.00  0.00           H+0
CONECT    1    3    4                                                       
CONECT    2    5    6                                                       
CONECT    3    1   10                                                       
CONECT    4    1   11                                                       
CONECT    5    2   12                                                       
CONECT    6    2   13                                                       
CONECT    7    8   15                                                       
CONECT    8    7   17                                                       
CONECT    9   14   16                                                       
CONECT   10    3   23                                                       
CONECT   11    4   23                                                       
CONECT   12    5   24                                                       
CONECT   13    6   24                                                       
CONECT   14    9   26                                                       
CONECT   15    7   27                                                       
CONECT   16    9   28                                                       
CONECT   17    8   29                                                       
CONECT   18   23   30                                                       
CONECT   19   24   32                                                       
CONECT   20   25   31                                                       
CONECT   21   33   40                                                       
CONECT   22   25   41                                                       
CONECT   23   10   11   18                                                  
CONECT   24   12   13   19                                                  
CONECT   25   20   22   26                                                  
CONECT   26   14   25   34                                                  
CONECT   27   15   29   40                                                  
CONECT   28   16   34   40                                                  
CONECT   29   17   27   45                                                  
CONECT   30   18   35   42   51                                             
CONECT   31   20   36   43   52                                             
CONECT   32   19   38   44   53                                             
CONECT   33   21   37   46   54                                             
CONECT   34   26   28   41                                                  
CONECT   35   30   43   47                                                  
CONECT   36   31   42   48                                                  
CONECT   37   33   44   49                                                  
CONECT   38   32   46   50                                                  
CONECT   39   40   45   46   55                                             
CONECT   40   21   27   28   39                                             
CONECT   41   22   34                                                       
CONECT   42   30   36                                                       
CONECT   43   31   35                                                       
CONECT   44   32   37                                                       
CONECT   45   29   39                                                       
CONECT   46   33   38   39                                                  
CONECT   47   35                                                            
CONECT   48   36                                                            
CONECT   49   37                                                            
CONECT   50   38                                                            
CONECT   51   30                                                            
CONECT   52   31                                                            
CONECT   53   32                                                            
CONECT   54   33                                                            
CONECT   55   39                                                            
MASTER        0    0    0    0    0    0    0    0   55    0  126    0
END

Synonyms

Not Available

Molecular Formula

C₄₀H₃₆N₆O₄

Average Mass

664.766

Monoisotopic Mass

664.279803663

IUPAC Name

(1R,4R,7S,9R)-4-benzyl-9-(3-{[(2S,5R)-5-benzyl-3,6-dihydroxy-2,5-dihydropyrazin-2-yl]methyl}-1H-indol-7-yl)-6-hydroxy-2,5,16-triazatetracyclo[7.7.0.0^{2,7}.0^{10,15}]hexadeca-5,10,12,14-tetraen-3-one

Traditional Name

(1R,4R,7S,9R)-4-benzyl-9-(3-{[(2S,5R)-5-benzyl-3,6-dihydroxy-2,5-dihydropyrazin-2-yl]methyl}-1H-indol-7-yl)-6-hydroxy-2,5,16-triazatetracyclo[7.7.0.0^{2,7}.0^{10,15}]hexadeca-5,10,12,14-tetraen-3-one

CAS Registry Number

Not Available

SMILES

[H][C@@]12C[C@@]3(C4=CC=CC=C4N[C@]3([H])N1C(=O)[C@@]([H])(CC1=CC=CC=C1)N=C2O)C1=CC=CC2=C1NC=C2C[C@]1([H])N=C(O)[C@@]([H])(CC2=CC=CC=C2)N=C1O

InChI Identifier

InChI=1S/C40H36N6O4/c47-35-30(18-23-10-3-1-4-11-23)42-36(48)31(43-35)20-25-22-41-34-26(25)14-9-16-28(34)40-21-33-37(49)44-32(19-24-12-5-2-6-13-24)38(50)46(33)39(40)45-29-17-8-7-15-27(29)40/h1-17,22,30-33,39,41,45H,18-21H2,(H,42,48)(H,43,47)(H,44,49)/t30-,31+,32-,33+,39-,40-/m1/s1

InChI Key

AWMBNXCUMNOLQI-JQLKQZRRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrroloindoles. Pyrroloindoles are compounds containing a pyrroloindole moiety, which is a tricyclic heterocycle which consists of a pyrrole ring fused to an indole. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Indole is a bicyclic compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Pyrroloindoles

Direct Parent

Pyrroloindoles

Alternative Parents

Substituents

Pyrroloindole
Alpha-amino acid or derivatives
3-alkylindole
Indole
Dihydroindole
Dioxopiperazine
2,5-dioxopiperazine
N-alkylpiperazine
Monocyclic benzene moiety
1,4-diazinane
Piperazine
Substituted pyrrole
Benzenoid
Heteroaromatic compound
Pyrrolidine
Pyrrole
Tertiary carboxylic acid amide
Secondary carboxylic acid amide
Lactam
Carboxamide group
Azacycle
Carboxylic acid derivative
Carbonyl group
Organic oxygen compound
Amine
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Organic nitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0057 g/L	ALOGPS
logP	5.13	ALOGPS
logP	4.59	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	4.15	ChemAxon
pKa (Strongest Basic)	2.48	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	145.9 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	199.85 m³·mol⁻¹	ChemAxon
Polarizability	71.93 Å³	ChemAxon
Number of Rings	9	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-10	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9483325

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11308351

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for Asperazine (MMDBc0014301)

MOL for #<Metabolite:0x00007fecdd23e2a0>

3D MOL for #<Metabolite:0x00007fecdd23e2a0>

3D SDF for #<Metabolite:0x00007fecdd23e2a0>

3D-SDF for #<Metabolite:0x00007fecdd23e2a0>

PDB for #<Metabolite:0x00007fecdd23e2a0>

3D PDB for #<Metabolite:0x00007fecdd23e2a0>

SMILES for #<Metabolite:0x00007fecdd23e2a0>

INCHI for #<Metabolite:0x00007fecdd23e2a0>

Structure for #<Metabolite:0x00007fecdd23e2a0>

3D Structure for #<Metabolite:0x00007fecdd23e2a0>