MiMeDB: Showing metabocard for Safracin B (MMDBc0020430)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 10:28:18 UTC

Update Date

2022-08-31 06:46:52 UTC

Metabolite ID

MMDBc0020430

Metabolite Identification

Common Name

Safracin B

Description

(2S)-2-amino-N-{[(1S,2S,10R,13R)-12,19-dihydroxy-7,18-dimethoxy-6,17,21-trimethyl-5,8-dioxo-11,21-diazapentacyclo[11.7.1.0²,¹¹.0⁴,⁹.0¹⁵,²⁰]henicosa-4(9),6,15(20),16,18-pentaen-10-yl]methyl}propanimidic acid belongs to the class of organic compounds known as benzazocines. These are organic compounds containing the benzazocine ring system, which consists of a benzene ring bound to an azocine ring (2S)-2-amino-N-{[(1S,2S,10R,13R)-12,19-dihydroxy-7,18-dimethoxy-6,17,21-trimethyl-5,8-dioxo-11,21-diazapentacyclo[11.7.1.0²,¹¹.0⁴,⁹.0¹⁵,²⁰]henicosa-4(9),6,15(20),16,18-pentaen-10-yl]methyl}propanimidic acid is a very strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152112282D          

 45 49  0  0  1  0            999 V2000
    9.3793    2.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0600    1.4546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7537    5.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3689    4.0683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3928    1.2190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0401    2.4554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1351    3.3506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0891    4.1377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8134    2.2203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1503    4.6048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5543    2.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3315    5.8116    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3101    3.3428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    2.4263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3912    2.8092    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3707    4.5434    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3713    3.8100    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9044    2.6245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    3.2212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1096    2.4035    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4367    1.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3236    1.9140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9946    3.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1486    1.9218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4168    2.8383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1303    5.6057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5759    4.3224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1104    6.6065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3514    4.8108    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9727    3.5061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1702    3.6040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6578    1.0426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9179    1.1956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7736    4.2220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7082    6.1945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0675    4.9721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5678    1.2112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6179    3.0443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5525    5.0168    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5924    3.0152    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4707    5.3623    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.0160    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0096    1.5845    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8337    5.1060    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 11  1  1  0  0  0  0
 11  7  2  0  0  0  0
 12  2  1  0  0  0  0
 13  3  1  0  0  0  0
 14  7  1  0  0  0  0
 14  8  1  0  0  0  0
 15  9  1  0  0  0  0
 16  9  1  0  0  0  0
 17  8  1  0  0  0  0
 18 10  1  6  0  0  0
 19 14  2  0  0  0  0
 20 15  2  0  0  0  0
 20 18  1  0  0  0  0
 21 16  1  0  0  0  0
 21 19  1  0  0  0  0
 22 12  1  0  0  0  0
 22 15  1  0  0  0  0
 23 19  1  0  0  0  0
 24 20  1  0  0  0  0
 25 11  1  0  0  0  0
 25 23  2  0  0  0  0
 26 12  2  0  0  0  0
 26 24  1  0  0  0  0
 27 13  1  0  0  0  0
 28 17  1  0  0  0  0
 13 29  1  1  0  0  0
 30 10  1  4  0  0  0
 30 27  2  0  0  0  0
 31  4  1  0  0  0  0
 31 17  1  0  0  0  0
 31 21  1  0  0  0  0
 32 16  1  0  0  0  0
 32 18  1  0  0  0  0
 32 28  1  0  0  0  0
 33 22  2  0  0  0  0
 34 23  1  0  0  0  0
 35 24  2  0  0  0  0
 36 27  1  0  0  0  0
 37 28  1  0  0  0  0
 38  5  1  0  0  0  0
 38 25  1  0  0  0  0
 39  6  1  0  0  0  0
 39 26  1  0  0  0  0
 13 40  1  1  0  0  0
 16 41  1  1  0  0  0
 17 42  1  6  0  0  0
 18 43  1  1  0  0  0
 21 44  1  6  0  0  0
 45 28  1  0  0  0  0
M  END


  Mrv1652305152112282D          

 45 49  0  0  1  0            999 V2000
    9.3793    2.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0600    1.4546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7537    5.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3689    4.0683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3928    1.2190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0401    2.4554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1351    3.3506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0891    4.1377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8134    2.2203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1503    4.6048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5543    2.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3315    5.8116    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3101    3.3428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    2.4263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3912    2.8092    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3707    4.5434    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3713    3.8100    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9044    2.6245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    3.2212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1096    2.4035    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4367    1.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3236    1.9140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9946    3.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1486    1.9218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4168    2.8383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1303    5.6057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5759    4.3224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1104    6.6065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3514    4.8108    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9727    3.5061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1702    3.6040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6578    1.0426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9179    1.1956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7736    4.2220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7082    6.1945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0675    4.9721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5678    1.2112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6179    3.0443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5525    5.0168    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5924    3.0152    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4707    5.3623    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.0160    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0096    1.5845    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8337    5.1060    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 11  1  1  0  0  0  0
 11  7  2  0  0  0  0
 12  2  1  0  0  0  0
 13  3  1  0  0  0  0
 14  7  1  0  0  0  0
 14  8  1  0  0  0  0
 15  9  1  0  0  0  0
 16  9  1  0  0  0  0
 17  8  1  0  0  0  0
 18 10  1  6  0  0  0
 19 14  2  0  0  0  0
 20 15  2  0  0  0  0
 20 18  1  0  0  0  0
 21 16  1  0  0  0  0
 21 19  1  0  0  0  0
 22 12  1  0  0  0  0
 22 15  1  0  0  0  0
 23 19  1  0  0  0  0
 24 20  1  0  0  0  0
 25 11  1  0  0  0  0
 25 23  2  0  0  0  0
 26 12  2  0  0  0  0
 26 24  1  0  0  0  0
 27 13  1  0  0  0  0
 28 17  1  0  0  0  0
 13 29  1  1  0  0  0
 30 10  1  4  0  0  0
 30 27  2  0  0  0  0
 31  4  1  0  0  0  0
 31 17  1  0  0  0  0
 31 21  1  0  0  0  0
 32 16  1  0  0  0  0
 32 18  1  0  0  0  0
 32 28  1  0  0  0  0
 33 22  2  0  0  0  0
 34 23  1  0  0  0  0
 35 24  2  0  0  0  0
 36 27  1  0  0  0  0
 37 28  1  0  0  0  0
 38  5  1  0  0  0  0
 38 25  1  0  0  0  0
 39  6  1  0  0  0  0
 39 26  1  0  0  0  0
 13 40  1  1  0  0  0
 16 41  1  1  0  0  0
 17 42  1  6  0  0  0
 18 43  1  1  0  0  0
 21 44  1  6  0  0  0
 45 28  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0020430

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](C)(N)C(O)=NC[C@]1([H])N2C([H])(O)[C@@]3([H])CC4=C(C(O)=C(OC)C(C)=C4)[C@]([H])(N3C)[C@]2([H])CC2=C1C(=O)C(OC)=C(C)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C28H36N4O7/c1-11-7-14-8-17-28(37)32-16(21(31(17)4)19(14)23(34)25(11)38-5)9-15-20(18(32)10-30-27(36)13(3)29)24(35)26(39-6)12(2)22(15)33/h7,13,16-18,21,28,34,37H,8-10,29H2,1-6H3,(H,30,36)/t13-,16-,17+,18-,21+,28?/m0/s1

> <INCHI_KEY>
GKUZBRIJGIGFKC-ZWWMATSUSA-N

> <FORMULA>
C28H36N4O7

> <MOLECULAR_WEIGHT>
540.617

> <EXACT_MASS>
540.258399515

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
57.21798922483998

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-N-{[(1S,2S,10R,13R)-12,19-dihydroxy-7,18-dimethoxy-6,17,21-trimethyl-5,8-dioxo-11,21-diazapentacyclo[11.7.1.0^{2,11}.0^{4,9}.0^{15,20}]henicosa-4(9),6,15(20),16,18-pentaen-10-yl]methyl}propanimidic acid

> <ALOGPS_LOGP>
0.79

> <JCHEM_LOGP>
-0.5290941263957171

> <ALOGPS_LOGS>
-3.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
9.565358077268131

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7095173571609443

> <JCHEM_PKA_STRONGEST_BASIC>
8.94660687867294

> <JCHEM_POLAR_SURFACE_AREA>
158.14999999999998

> <JCHEM_REFRACTIVITY>
145.5258

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.67e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-amino-N-{[(1S,2S,10R,13R)-12,19-dihydroxy-7,18-dimethoxy-6,17,21-trimethyl-5,8-dioxo-11,21-diazapentacyclo[11.7.1.0^{2,11}.0^{4,9}.0^{15,20}]henicosa-4(9),6,15(20),16,18-pentaen-10-yl]methyl}propanimidic acid

> <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      17.508   4.943   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.845   2.715   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.273   9.749   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.022   7.594   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.533   2.276   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.942   4.583   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      15.186   6.255   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.233   7.724   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.985   4.145   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.747   8.596   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      15.968   4.928   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.924   3.814   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.352  10.848   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.646   6.240   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.494   4.529   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.064   5.244   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.892   8.481   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.160   7.112   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.888   4.899   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.081   6.013   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.405   4.486   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.415   3.430   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.671   3.573   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.590   6.397   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      15.211   3.587   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.511   5.298   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.843  10.464   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.408   8.068   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0       3.939  12.332   0.000  0.00  0.00           N+0
HETATM   30  N   UNK     0       6.256   8.980   0.000  0.00  0.00           N+0
HETATM   31  N   UNK     0      11.149   6.545   0.000  0.00  0.00           N+0
HETATM   32  N   UNK     0       9.651   6.728   0.000  0.00  0.00           N+0
HETATM   33  O   UNK     0       6.828   1.946   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      12.913   2.232   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       5.177   7.881   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       6.922  11.563   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       9.459   9.281   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      15.993   2.261   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       3.020   5.683   0.000  0.00  0.00           O+0
HETATM   40  H   UNK     0       4.765   9.365   0.000  0.00  0.00           H+0
HETATM   41  H   UNK     0       8.572   5.628   0.000  0.00  0.00           H+0
HETATM   42  H   UNK     0      12.079  10.010   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0       6.669   7.497   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0      11.218   2.958   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0      10.890   9.531   0.000  0.00  0.00           H+0
CONECT    1   11                                                            
CONECT    2   12                                                            
CONECT    3   13                                                            
CONECT    4   31                                                            
CONECT    5   38                                                            
CONECT    6   39                                                            
CONECT    7   11   14                                                       
CONECT    8   14   17                                                       
CONECT    9   15   16                                                       
CONECT   10   18   30                                                       
CONECT   11    1    7   25                                                  
CONECT   12    2   22   26                                                  
CONECT   13    3   27   29   40                                             
CONECT   14    7    8   19                                                  
CONECT   15    9   20   22                                                  
CONECT   16    9   21   32   41                                             
CONECT   17    8   28   31   42                                             
CONECT   18   10   20   32   43                                             
CONECT   19   14   21   23                                                  
CONECT   20   15   18   24                                                  
CONECT   21   16   19   31   44                                             
CONECT   22   12   15   33                                                  
CONECT   23   19   25   34                                                  
CONECT   24   20   26   35                                                  
CONECT   25   11   23   38                                                  
CONECT   26   12   24   39                                                  
CONECT   27   13   30   36                                                  
CONECT   28   17   32   37   45                                             
CONECT   29   13                                                            
CONECT   30   10   27                                                       
CONECT   31    4   17   21                                                  
CONECT   32   16   18   28                                                  
CONECT   33   22                                                            
CONECT   34   23                                                            
CONECT   35   24                                                            
CONECT   36   27                                                            
CONECT   37   28                                                            
CONECT   38    5   25                                                       
CONECT   39    6   26                                                       
CONECT   40   13                                                            
CONECT   41   16                                                            
CONECT   42   17                                                            
CONECT   43   18                                                            
CONECT   44   21                                                            
CONECT   45   28                                                            
MASTER        0    0    0    0    0    0    0    0   45    0   98    0
END

Synonyms

Value	Source
(2S)-2-Amino-N-{[(1S,2S,10R,13R)-12,19-dihydroxy-7,18-dimethoxy-6,17,21-trimethyl-5,8-dioxo-11,21-diazapentacyclo[11.7.1.0,.0,.0,]henicosa-4(9),6,15(20),16,18-pentaen-10-yl]methyl}propanimidate	Generator

Molecular Formula

C₂₈H₃₆N₄O₇

Average Mass

540.617

Monoisotopic Mass

540.258399515

IUPAC Name

(2S)-2-amino-N-{[(1S,2S,10R,13R)-12,19-dihydroxy-7,18-dimethoxy-6,17,21-trimethyl-5,8-dioxo-11,21-diazapentacyclo[11.7.1.0^{2,11}.0^{4,9}.0^{15,20}]henicosa-4(9),6,15(20),16,18-pentaen-10-yl]methyl}propanimidic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

[H][C@@](C)(N)C(O)=NC[C@]1([H])N2C([H])(O)[C@@]3([H])CC4=C(C(O)=C(OC)C(C)=C4)[C@]([H])(N3C)[C@]2([H])CC2=C1C(=O)C(OC)=C(C)C2=O

InChI Identifier

InChI=1S/C28H36N4O7/c1-11-7-14-8-17-28(37)32-16(21(31(17)4)19(14)23(34)25(11)38-5)9-15-20(18(32)10-30-27(36)13(3)29)24(35)26(39-6)12(2)22(15)33/h7,13,16-18,21,28,34,37H,8-10,29H2,1-6H3,(H,30,36)/t13-,16-,17+,18-,21+,28?/m0/s1

InChI Key

GKUZBRIJGIGFKC-ZWWMATSUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzazocines. These are organic compounds containing the benzazocine ring system, which consists of a benzene ring bound to an azocine ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzazocines

Direct Parent

Benzazocines

Alternative Parents

Substituents

Benzazocine
Isoquinoline quinone
Isoquinolone
Tetrahydroisoquinoline
Anisole
1-hydroxy-4-unsubstituted benzenoid
Aralkylamine
N-alkylpiperazine
N-methylpiperazine
Alkyl aryl ether
Piperazine
1,4-diazinane
Vinylogous ester
Tertiary aliphatic amine
Tertiary amine
Ketone
Hemiaminal
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Ether
Carboximidic acid derivative
Carboximidic acid
Alkanolamine
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Carbonyl group
Amine
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	0.47 g/L	ALOGPS
logP	0.79	ALOGPS
logP	-0.53	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	1.71	ChemAxon
pKa (Strongest Basic)	8.95	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	158.15 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	145.53 m³·mol⁻¹	ChemAxon
Polarizability	57.22 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

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
Bacteria	Proteobacteria	1	Human ; Human subgingival plaque	Metabolic reconstruction

Exposure Sources

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

78438717

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139588822

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 Safracin B (MMDBc0020430)

MOL for #<Metabolite:0x00007fdb70ad3470>

3D MOL for #<Metabolite:0x00007fdb70ad3470>

3D SDF for #<Metabolite:0x00007fdb70ad3470>

3D-SDF for #<Metabolite:0x00007fdb70ad3470>

PDB for #<Metabolite:0x00007fdb70ad3470>

3D PDB for #<Metabolite:0x00007fdb70ad3470>

SMILES for #<Metabolite:0x00007fdb70ad3470>

INCHI for #<Metabolite:0x00007fdb70ad3470>

Structure for #<Metabolite:0x00007fdb70ad3470>

3D Structure for #<Metabolite:0x00007fdb70ad3470>