MiMeDB: Showing metabocard for Nicrophorusamide B (MMDBc0022469)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 12:35:20 UTC

Update Date

2022-08-31 06:47:41 UTC

Metabolite ID

MMDBc0022469

Metabolite Identification

Common Name

Nicrophorusamide B

Description

Nicrophorusamide B belongs to the class of organic compounds known as cyclic peptides. Cyclic peptides are compounds containing a cyclic moiety bearing a peptide backbone. Nicrophorusamide B is a very strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152114352D          

 61 63  0  0  1  0            999 V2000
   -6.7084   -2.7146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4956   -5.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1985   -4.2839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6538   -6.7108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0128   -7.1523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6043   -1.4884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9014   -2.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6933   -0.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8863   -0.6053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4708   -6.7360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7563   -7.1485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9482    0.3508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1366   -5.2400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0023   -4.8715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7563   -5.4985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2105   -1.9045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2277   -6.3235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9436   -5.0685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4608   -6.5392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3494   -2.2731    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2572   -5.6561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4708   -5.9110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0419   -5.9110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0419   -6.7360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6314   -1.3899    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5846   -4.6269    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8047   -4.6999    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7625   -2.5176    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5965   -2.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7157   -5.7546    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5424   -2.4446    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8244   -1.5615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5076   -3.3022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8395   -3.8423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3567   -5.3130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5227   -5.5831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9904   -1.8315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1853   -5.4985    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.3962    0.9639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1485   -1.4629    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2572   -6.9910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1834   -2.0030    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0596   -3.9153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5695   -2.3461    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7776   -4.7985    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1637   -5.1415    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2875   -3.2292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8514   -2.8607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2724   -0.9484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2994   -3.4738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6465   -3.6708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1018   -6.0977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0747   -6.1962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2453   -1.0469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1564   -2.1015    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0794   -0.7768    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3296   -5.4116    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2526   -4.0869    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0175   -1.7330    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9087   -5.9261    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0945   -3.0577    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
  9  8  1  0  0  0  0
 11 10  2  0  0  0  0
 12  8  1  0  0  0  0
 18  2  1  0  0  0  0
 18  3  1  0  0  0  0
 18 13  1  0  0  0  0
 19  4  1  0  0  0  0
 19  5  1  0  0  0  0
 20  6  1  1  0  0  0
 20  7  1  0  0  0  0
 21 14  1  0  0  0  0
 21 17  2  0  0  0  0
 22 10  1  0  0  0  0
 22 15  2  0  0  0  0
 23 15  1  0  0  0  0
 23 21  1  0  0  0  0
 24 11  1  0  0  0  0
 24 23  2  0  0  0  0
 25  9  1  1  0  0  0
 26 13  1  6  0  0  0
 27 14  1  1  0  0  0
 28 16  1  6  0  0  0
 29 16  1  0  0  0  0
 30 19  1  6  0  0  0
 31 20  1  1  0  0  0
 32 25  1  0  0  0  0
 33 28  1  0  0  0  0
 34 26  1  0  0  0  0
 35 27  1  0  0  0  0
 36 30  1  0  0  0  0
 37 31  1  0  0  0  0
 38 22  1  0  0  0  0
 39 12  1  0  0  0  0
 40 29  2  0  0  0  0
 41 17  1  0  0  0  0
 41 24  1  0  0  0  0
 42 25  1  0  0  0  0
 42 37  2  0  0  0  0
 43 27  1  0  0  0  0
 43 33  2  0  0  0  0
 44 28  1  0  0  0  0
 44 32  2  0  0  0  0
 45 26  1  0  0  0  0
 45 36  2  0  0  0  0
 46 30  1  0  0  0  0
 46 35  2  0  0  0  0
 47 31  1  0  0  0  0
 47 34  2  0  0  0  0
 48 29  1  0  0  0  0
 32 49  1  4  0  0  0
 33 50  1  4  0  0  0
 34 51  1  4  0  0  0
 35 52  1  4  0  0  0
 36 53  1  4  0  0  0
 37 54  1  4  0  0  0
 20 55  1  6  0  0  0
 25 56  1  6  0  0  0
 26 57  1  1  0  0  0
 27 58  1  6  0  0  0
 28 59  1  1  0  0  0
 30 60  1  1  0  0  0
 31 61  1  6  0  0  0
M  END


  Mrv1652305152114352D          

 61 63  0  0  1  0            999 V2000
   -6.7084   -2.7146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4956   -5.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1985   -4.2839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6538   -6.7108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0128   -7.1523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6043   -1.4884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9014   -2.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6933   -0.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8863   -0.6053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4708   -6.7360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7563   -7.1485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9482    0.3508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1366   -5.2400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0023   -4.8715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7563   -5.4985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2105   -1.9045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2277   -6.3235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9436   -5.0685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4608   -6.5392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3494   -2.2731    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2572   -5.6561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4708   -5.9110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0419   -5.9110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0419   -6.7360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6314   -1.3899    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5846   -4.6269    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8047   -4.6999    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7625   -2.5176    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5965   -2.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7157   -5.7546    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5424   -2.4446    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8244   -1.5615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5076   -3.3022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8395   -3.8423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3567   -5.3130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5227   -5.5831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9904   -1.8315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1853   -5.4985    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.3962    0.9639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1485   -1.4629    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2572   -6.9910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1834   -2.0030    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0596   -3.9153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5695   -2.3461    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7776   -4.7985    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1637   -5.1415    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2875   -3.2292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8514   -2.8607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2724   -0.9484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2994   -3.4738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6465   -3.6708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1018   -6.0977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0747   -6.1962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2453   -1.0469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1564   -2.1015    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0794   -0.7768    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3296   -5.4116    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2526   -4.0869    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0175   -1.7330    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9087   -5.9261    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0945   -3.0577    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
  9  8  1  0  0  0  0
 11 10  2  0  0  0  0
 12  8  1  0  0  0  0
 18  2  1  0  0  0  0
 18  3  1  0  0  0  0
 18 13  1  0  0  0  0
 19  4  1  0  0  0  0
 19  5  1  0  0  0  0
 20  6  1  1  0  0  0
 20  7  1  0  0  0  0
 21 14  1  0  0  0  0
 21 17  2  0  0  0  0
 22 10  1  0  0  0  0
 22 15  2  0  0  0  0
 23 15  1  0  0  0  0
 23 21  1  0  0  0  0
 24 11  1  0  0  0  0
 24 23  2  0  0  0  0
 25  9  1  1  0  0  0
 26 13  1  6  0  0  0
 27 14  1  1  0  0  0
 28 16  1  6  0  0  0
 29 16  1  0  0  0  0
 30 19  1  6  0  0  0
 31 20  1  1  0  0  0
 32 25  1  0  0  0  0
 33 28  1  0  0  0  0
 34 26  1  0  0  0  0
 35 27  1  0  0  0  0
 36 30  1  0  0  0  0
 37 31  1  0  0  0  0
 38 22  1  0  0  0  0
 39 12  1  0  0  0  0
 40 29  2  0  0  0  0
 41 17  1  0  0  0  0
 41 24  1  0  0  0  0
 42 25  1  0  0  0  0
 42 37  2  0  0  0  0
 43 27  1  0  0  0  0
 43 33  2  0  0  0  0
 44 28  1  0  0  0  0
 44 32  2  0  0  0  0
 45 26  1  0  0  0  0
 45 36  2  0  0  0  0
 46 30  1  0  0  0  0
 46 35  2  0  0  0  0
 47 31  1  0  0  0  0
 47 34  2  0  0  0  0
 48 29  1  0  0  0  0
 32 49  1  4  0  0  0
 33 50  1  4  0  0  0
 34 51  1  4  0  0  0
 35 52  1  4  0  0  0
 36 53  1  4  0  0  0
 37 54  1  4  0  0  0
 20 55  1  6  0  0  0
 25 56  1  6  0  0  0
 26 57  1  1  0  0  0
 27 58  1  6  0  0  0
 28 59  1  1  0  0  0
 30 60  1  1  0  0  0
 31 61  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0022469

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](C)(CC)[C@]1([H])N=C(O)[C@@]([H])(CC(C)C)N=C(O)[C@]([H])(N=C(O)[C@]([H])(CC2=CNC3=C2C=C(Cl)C=C3)N=C(O)[C@@]([H])(CC(O)=N)N=C(O)[C@]([H])(CCCN)N=C1O)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C37H56ClN9O7/c1-7-20(6)31-37(54)42-25(9-8-12-39)32(49)44-28(16-29(40)48)33(50)43-27(14-21-17-41-24-11-10-22(38)15-23(21)24)35(52)46-30(19(4)5)36(53)45-26(13-18(2)3)34(51)47-31/h10-11,15,17-20,25-28,30-31,41H,7-9,12-14,16,39H2,1-6H3,(H2,40,48)(H,42,54)(H,43,50)(H,44,49)(H,45,53)(H,46,52)(H,47,51)/t20-,25+,26-,27+,28-,30-,31+/m1/s1

> <INCHI_KEY>
PEMAVRCFFHULRD-LPSNZJNWSA-N

> <FORMULA>
C37H56ClN9O7

> <MOLECULAR_WEIGHT>
774.36

> <EXACT_MASS>
773.3991229

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
110

> <JCHEM_AVERAGE_POLARIZABILITY>
82.36000462903854

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(2R,5S,8R,11R,14S,17S)-17-(3-aminopropyl)-14-[(2R)-butan-2-yl]-5-[(5-chloro-1H-indol-3-yl)methyl]-3,6,9,12,15,18-hexahydroxy-11-(2-methylpropyl)-8-(propan-2-yl)-1,4,7,10,13,16-hexaazacyclooctadeca-1(18),3,6,9,12,15-hexaen-2-yl]ethanimidic acid

> <ALOGPS_LOGP>
2.57

> <JCHEM_LOGP>
3.7588295767658577

> <ALOGPS_LOGS>
-4.50

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
3.4385013458859164

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.9541638735668965

> <JCHEM_PKA_STRONGEST_BASIC>
10.20523477425007

> <JCHEM_POLAR_SURFACE_AREA>
281.42999999999995

> <JCHEM_REFRACTIVITY>
215.19610000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.44e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(2R,5S,8R,11R,14S,17S)-17-(3-aminopropyl)-14-[(2R)-butan-2-yl]-5-[(5-chloro-1H-indol-3-yl)methyl]-3,6,9,12,15,18-hexahydroxy-8-isopropyl-11-(2-methylpropyl)-1,4,7,10,13,16-hexaazacyclooctadeca-1(18),3,6,9,12,15-hexaen-2-yl]ethanimidic 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     -12.522  -5.067   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -12.125 -10.606   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -11.571  -7.997   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.087 -12.527   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.624 -13.351   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -10.461  -2.778   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -11.016  -5.387   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.894  -0.810   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.388  -1.130   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.612 -12.574   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.278 -13.344   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -7.370   0.655   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -9.588  -9.781   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.004  -9.093   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.278 -10.264   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.393  -3.555   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.425 -11.804   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -11.095  -9.461   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.593 -12.207   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -9.986  -4.243   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.480 -10.558   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.612 -11.034   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.945 -11.034   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.945 -12.574   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.912  -2.595   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -8.558  -8.637   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.502  -8.773   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.423  -4.700   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.113  -3.875   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -5.069 -10.742   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -8.479  -4.563   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -3.406  -2.915   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -0.947  -6.164   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -9.034  -7.172   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -2.533  -9.918   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -6.576 -10.422   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -7.449  -3.419   0.000  0.00  0.00           C+0
HETATM   38 Cl   UNK     0       5.946 -10.264   0.000  0.00  0.00          Cl+0
HETATM   39  N   UNK     0      -6.340   1.799   0.000  0.00  0.00           N+0
HETATM   40  N   UNK     0       2.144  -2.731   0.000  0.00  0.00           N+0
HETATM   41  N   UNK     0       0.480 -13.050   0.000  0.00  0.00           N+0
HETATM   42  N   UNK     0      -5.942  -3.739   0.000  0.00  0.00           N+0
HETATM   43  N   UNK     0      -1.978  -7.309   0.000  0.00  0.00           N+0
HETATM   44  N   UNK     0      -2.930  -4.379   0.000  0.00  0.00           N+0
HETATM   45  N   UNK     0      -7.052  -8.957   0.000  0.00  0.00           N+0
HETATM   46  N   UNK     0      -4.039  -9.597   0.000  0.00  0.00           N+0
HETATM   47  N   UNK     0      -8.003  -6.028   0.000  0.00  0.00           N+0
HETATM   48  O   UNK     0       1.589  -5.340   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      -2.375  -1.770   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       0.559  -6.484   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0     -10.540  -6.852   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      -2.057 -11.382   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      -7.606 -11.566   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0      -7.925  -1.954   0.000  0.00  0.00           O+0
HETATM   55  H   UNK     0     -11.492  -3.923   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0      -3.881  -1.450   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0      -8.082 -10.102   0.000  0.00  0.00           H+0
HETATM   58  H   UNK     0      -0.472  -7.629   0.000  0.00  0.00           H+0
HETATM   59  H   UNK     0      -1.899  -3.235   0.000  0.00  0.00           H+0
HETATM   60  H   UNK     0      -3.563 -11.062   0.000  0.00  0.00           H+0
HETATM   61  H   UNK     0      -9.510  -5.708   0.000  0.00  0.00           H+0
CONECT    1    7                                                            
CONECT    2   18                                                            
CONECT    3   18                                                            
CONECT    4   19                                                            
CONECT    5   19                                                            
CONECT    6   20                                                            
CONECT    7    1   20                                                       
CONECT    8    9   12                                                       
CONECT    9    8   25                                                       
CONECT   10   11   22                                                       
CONECT   11   10   24                                                       
CONECT   12    8   39                                                       
CONECT   13   18   26                                                       
CONECT   14   21   27                                                       
CONECT   15   22   23                                                       
CONECT   16   28   29                                                       
CONECT   17   21   41                                                       
CONECT   18    2    3   13                                                  
CONECT   19    4    5   30                                                  
CONECT   20    6    7   31   55                                             
CONECT   21   14   17   23                                                  
CONECT   22   10   15   38                                                  
CONECT   23   15   21   24                                                  
CONECT   24   11   23   41                                                  
CONECT   25    9   32   42   56                                             
CONECT   26   13   34   45   57                                             
CONECT   27   14   35   43   58                                             
CONECT   28   16   33   44   59                                             
CONECT   29   16   40   48                                                  
CONECT   30   19   36   46   60                                             
CONECT   31   20   37   47   61                                             
CONECT   32   25   44   49                                                  
CONECT   33   28   43   50                                                  
CONECT   34   26   47   51                                                  
CONECT   35   27   46   52                                                  
CONECT   36   30   45   53                                                  
CONECT   37   31   42   54                                                  
CONECT   38   22                                                            
CONECT   39   12                                                            
CONECT   40   29                                                            
CONECT   41   17   24                                                       
CONECT   42   25   37                                                       
CONECT   43   27   33                                                       
CONECT   44   28   32                                                       
CONECT   45   26   36                                                       
CONECT   46   30   35                                                       
CONECT   47   31   34                                                       
CONECT   48   29                                                            
CONECT   49   32                                                            
CONECT   50   33                                                            
CONECT   51   34                                                            
CONECT   52   35                                                            
CONECT   53   36                                                            
CONECT   54   37                                                            
CONECT   55   20                                                            
CONECT   56   25                                                            
CONECT   57   26                                                            
CONECT   58   27                                                            
CONECT   59   28                                                            
CONECT   60   30                                                            
CONECT   61   31                                                            
MASTER        0    0    0    0    0    0    0    0   61    0  126    0
END

Synonyms

Not Available

Molecular Formula

C₃₇H₅₆ClN₉O₇

Average Mass

774.36

Monoisotopic Mass

773.3991229

IUPAC Name

2-[(2R,5S,8R,11R,14S,17S)-17-(3-aminopropyl)-14-[(2R)-butan-2-yl]-5-[(5-chloro-1H-indol-3-yl)methyl]-3,6,9,12,15,18-hexahydroxy-11-(2-methylpropyl)-8-(propan-2-yl)-1,4,7,10,13,16-hexaazacyclooctadeca-1(18),3,6,9,12,15-hexaen-2-yl]ethanimidic acid

Traditional Name

2-[(2R,5S,8R,11R,14S,17S)-17-(3-aminopropyl)-14-[(2R)-butan-2-yl]-5-[(5-chloro-1H-indol-3-yl)methyl]-3,6,9,12,15,18-hexahydroxy-8-isopropyl-11-(2-methylpropyl)-1,4,7,10,13,16-hexaazacyclooctadeca-1(18),3,6,9,12,15-hexaen-2-yl]ethanimidic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](C)(CC)[C@]1([H])N=C(O)[C@@]([H])(CC(C)C)N=C(O)[C@]([H])(N=C(O)[C@]([H])(CC2=CNC3=C2C=C(Cl)C=C3)N=C(O)[C@@]([H])(CC(O)=N)N=C(O)[C@]([H])(CCCN)N=C1O)C(C)C

InChI Identifier

InChI=1S/C37H56ClN9O7/c1-7-20(6)31-37(54)42-25(9-8-12-39)32(49)44-28(16-29(40)48)33(50)43-27(14-21-17-41-24-11-10-22(38)15-23(21)24)35(52)46-30(19(4)5)36(53)45-26(13-18(2)3)34(51)47-31/h10-11,15,17-20,25-28,30-31,41H,7-9,12-14,16,39H2,1-6H3,(H2,40,48)(H,42,54)(H,43,50)(H,44,49)(H,45,53)(H,46,52)(H,47,51)/t20-,25+,26-,27+,28-,30-,31+/m1/s1

InChI Key

PEMAVRCFFHULRD-LPSNZJNWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclic peptides. Cyclic peptides are compounds containing a cyclic moiety bearing a peptide backbone.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Cyclic peptides

Alternative Parents

Substituents

Cyclic alpha peptide
3-alkylindole
Indole or derivatives
Indole
Benzenoid
Substituted pyrrole
Aryl halide
Aryl chloride
Heteroaromatic compound
Cyclic carboximidic acid
Pyrrole
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Polyol
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Primary aliphatic amine
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	0.024 g/L	ALOGPS
logP	2.57	ALOGPS
logP	3.76	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	2.95	ChemAxon
pKa (Strongest Basic)	10.21	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	281.43 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	215.2 m³·mol⁻¹	ChemAxon
Polarizability	82.36 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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	Actinobacteria	1	Human	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

78441678

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139589853

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 Nicrophorusamide B (MMDBc0022469)

MOL for #<Metabolite:0x00007fdb3b7e8bf0>

3D MOL for #<Metabolite:0x00007fdb3b7e8bf0>

3D SDF for #<Metabolite:0x00007fdb3b7e8bf0>

3D-SDF for #<Metabolite:0x00007fdb3b7e8bf0>

PDB for #<Metabolite:0x00007fdb3b7e8bf0>

3D PDB for #<Metabolite:0x00007fdb3b7e8bf0>

SMILES for #<Metabolite:0x00007fdb3b7e8bf0>

INCHI for #<Metabolite:0x00007fdb3b7e8bf0>

Structure for #<Metabolite:0x00007fdb3b7e8bf0>

3D Structure for #<Metabolite:0x00007fdb3b7e8bf0>