NP-MRD: Showing NP-Card for 3-[1,4,7-trihydroxy-9-(hydroxymethyl)-10-oxo-3h,6h,9h,12h,13h,14h,14ah-pyrrolo[1,2-a]1,4,7,10-tetraazacyclododecan-3-yl]propanoic acid (NP0327939)

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Record Information

Version

2.0

Created at

2022-09-12 10:57:51 UTC

Updated at

2022-09-12 10:57:51 UTC

NP-MRD ID

NP0327939

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-[1,4,7-trihydroxy-9-(hydroxymethyl)-10-oxo-3h,6h,9h,12h,13h,14h,14ah-pyrrolo[1,2-a]1,4,7,10-tetraazacyclododecan-3-yl]propanoic acid

Description

3-[1,4,7-Trihydroxy-9-(hydroxymethyl)-10-oxo-3H,6H,9H,10H,12H,13H,14H,14aH-pyrrolo[1,2-a]1,4,7,10-tetraazacyclododecan-3-yl]propanoic acid belongs to the class of organic compounds known as cyclic peptides. Cyclic peptides are compounds containing a cyclic moiety bearing a peptide backbone. 3-[1,4,7-trihydroxy-9-(hydroxymethyl)-10-oxo-3h,6h,9h,12h,13h,14h,14ah-pyrrolo[1,2-a]1,4,7,10-tetraazacyclododecan-3-yl]propanoic acid is found in Suberites domuncula. 3-[1,4,7-Trihydroxy-9-(hydroxymethyl)-10-oxo-3H,6H,9H,10H,12H,13H,14H,14aH-pyrrolo[1,2-a]1,4,7,10-tetraazacyclododecan-3-yl]propanoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191520322D          

 26 27  0  0  0  0            999 V2000
    3.3813   -1.0924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1416   -0.7719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2441    0.0467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0043    0.3672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8229    0.2646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1434   -0.4956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3210    0.9223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0005    1.6825    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1031    2.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8633    2.8216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4454    2.9992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5480    3.8178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8903    4.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9929    5.1345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3352    5.6326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7531    5.4550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6852    2.6787    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8666    2.7813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5461    3.5415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3685    2.1236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5465    2.0537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3589    1.2503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0650    0.8237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6890    1.3634    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5864    0.5448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8262    0.2243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  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
 14 16  1  0  0  0  0
 11 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 20 24  1  0  0  0  0
 24 25  1  0  0  0  0
  3 25  1  0  0  0  0
 25 26  2  0  0  0  0
M  END

     RDKit          3D

 48 49  0  0  0  0  0  0  0  0999 V2000
    4.1840    2.2483    2.0188 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3509    1.0813    1.5926 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6345    0.6063    1.4339 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1980    0.2297    1.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5731    0.6055   -0.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3791   -0.3254   -0.3382 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7932    0.0156   -1.6119 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0819    1.0559   -1.9164 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2725    1.8178   -2.9006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3547    1.4188   -1.2857 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4386    2.9580   -1.3517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4619    3.3174   -0.2557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7840    2.2862    0.7986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4704    1.1912    0.1156 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1518    0.0950    0.6950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2427   -0.0625    1.9480 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7982   -0.9302   -0.1581 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4993   -1.9786    0.6802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3599   -1.4219    1.6147 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9290   -1.5657   -1.0971 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9807   -2.5667   -0.7994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6909   -3.4073   -1.7217 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2809   -2.7496    0.4737 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1541   -2.7897    0.2183 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8731   -1.7357   -0.3819 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9581   -1.9450   -0.9766 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8652   -0.2436    0.9270 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5431   -0.8221    1.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4345    0.3472    2.0905 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3534    0.4910   -0.8453 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2618    1.6634   -0.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7034   -0.1883    0.5017 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0692   -0.6118   -2.4338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2418    1.0860   -1.8665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4592    3.3097   -1.1517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0209    3.3011   -2.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6439    4.3396    0.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5657    3.2123   -0.6628 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0990    1.9602    1.3650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4823    2.7859    1.5297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6107   -0.3990   -0.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1202   -2.6408    0.0395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7415   -2.6417    1.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2003   -1.7588    2.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9775   -1.2807   -2.1204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5477   -3.7401    0.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4354   -1.9787    1.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7407   -3.6393    0.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 18  1  0
 18 17  1  0
 17 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  3  1  0
  2  1  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 14 10  1  0
 19 44  1  0
 18 42  1  0
 18 43  1  0
 17 41  1  6
 20 45  1  0
 23 46  1  0
 23 47  1  0
 24 48  1  0
  6 32  1  1
  5 30  1  0
  5 31  1  0
  4 28  1  0
  4 29  1  0
  3 27  1  0
  7 33  1  0
 10 34  1  6
 11 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
M  END


  Mrv1533004191520322D          

 26 27  0  0  0  0            999 V2000
    3.3813   -1.0924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1416   -0.7719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2441    0.0467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0043    0.3672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8229    0.2646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1434   -0.4956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3210    0.9223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0005    1.6825    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1031    2.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8633    2.8216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4454    2.9992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5480    3.8178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8903    4.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9929    5.1345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3352    5.6326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7531    5.4550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6852    2.6787    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8666    2.7813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5461    3.5415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3685    2.1236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5465    2.0537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3589    1.2503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0650    0.8237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6890    1.3634    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5864    0.5448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8262    0.2243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  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
 14 16  1  0  0  0  0
 11 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 20 24  1  0  0  0  0
 24 25  1  0  0  0  0
  3 25  1  0  0  0  0
 25 26  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0327939

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC1NC(=O)CNC(=O)C(CCC(O)=O)NC(=O)C2CCCN2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H22N4O7/c20-7-9-15(26)19-5-1-2-10(19)14(25)18-8(3-4-12(22)23)13(24)16-6-11(21)17-9/h8-10,20H,1-7H2,(H,16,24)(H,17,21)(H,18,25)(H,22,23)

> <INCHI_KEY>
HCPCZMCZJYSIAJ-UHFFFAOYSA-N

> <FORMULA>
C15H22N4O7

> <MOLECULAR_WEIGHT>
370.362

> <EXACT_MASS>
370.148849064

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
34.644057997044584

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[9-(hydroxymethyl)-1,4,7,10-tetraoxo-tetradecahydropyrrolo[1,2-a]1,4,7,10-tetraazacyclododecan-3-yl]propanoic acid

> <ALOGPS_LOGP>
-2.29

> <JCHEM_LOGP>
-3.842235325666666

> <ALOGPS_LOGS>
-1.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.420871823668284

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.023063379367512

> <JCHEM_PKA_STRONGEST_BASIC>
-2.844581818516951

> <JCHEM_POLAR_SURFACE_AREA>
165.14000000000001

> <JCHEM_REFRACTIVITY>
84.71889999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.32e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[9-(hydroxymethyl)-1,4,7,10-tetraoxo-decahydropyrrolo[1,2-a]1,4,7,10-tetraazacyclododecan-3-yl]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  O   UNK     0       6.312  -2.039   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       7.731  -1.441   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.922   0.087   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       9.341   0.685   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      10.869   0.494   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      11.468  -0.925   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      11.799   1.722   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      11.201   3.141   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      11.392   4.669   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      12.811   5.267   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      10.165   5.599   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.356   7.127   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.129   8.056   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.320   9.584   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       8.092  10.514   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      10.739  10.183   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0       8.746   5.000   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       7.218   5.192   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.619   6.611   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       6.288   3.964   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.753   3.834   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.403   2.334   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.721   1.538   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       6.886   2.545   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0       6.695   1.017   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       5.276   0.419   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   25                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   17                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   11   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   24                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   20   25                                                  
CONECT   25   24    3   26                                                  
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

View in JSmol

Synonyms

Value	Source
3-[1,4,7-Trihydroxy-9-(hydroxymethyl)-10-oxo-3H,6H,9H,10H,12H,13H,14H,14ah-pyrrolo[1,2-a]1,4,7,10-tetraazacyclododecan-3-yl]propanoate	Generator

Chemical Formula

C₁₅H₂₂N₄O₇

Average Mass

370.3620 Da

Monoisotopic Mass

370.14885 Da

IUPAC Name

3-[9-(hydroxymethyl)-1,4,7,10-tetraoxo-tetradecahydropyrrolo[1,2-a]1,4,7,10-tetraazacyclododecan-3-yl]propanoic acid

Traditional Name

3-[9-(hydroxymethyl)-1,4,7,10-tetraoxo-decahydropyrrolo[1,2-a]1,4,7,10-tetraazacyclododecan-3-yl]propanoic acid

CAS Registry Number

Not Available

SMILES

OCC1NC(=O)CNC(=O)C(CCC(O)=O)NC(=O)C2CCCN2C1=O

InChI Identifier

InChI=1S/C15H22N4O7/c20-7-9-15(26)19-5-1-2-10(19)14(25)18-8(3-4-12(22)23)13(24)16-6-11(21)17-9/h8-10,20H,1-7H2,(H,16,24)(H,17,21)(H,18,25)(H,22,23)

InChI Key

HCPCZMCZJYSIAJ-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Suberites domuncula	LOTUS Database	35616633

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
Alpha-amino acid or derivatives
Pyrrolidine
Tertiary carboxylic acid amide
Cyclic carboximidic acid
Carboxamide group
Lactam
Carboxylic acid
Monocarboxylic acid or derivatives
Polyol
Azacycle
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organoheterocyclic compound
Organooxygen compound
Organonitrogen compound
Organic oxide
Organic nitrogen compound
Primary alcohol
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
Alcohol
Organopnictogen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	-2.3	ALOGPS
logP	-3.8	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	4.02	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	165.14 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	84.72 m³·mol⁻¹	ChemAxon
Polarizability	34.64 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

72816486

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-[1,4,7-trihydroxy-9-(hydroxymethyl)-10-oxo-3h,6h,9h,12h,13h,14h,14ah-pyrrolo[1,2-a]1,4,7,10-tetraazacyclododecan-3-yl]propanoic acid (NP0327939)

MOL for NP0327939 (3-[1,4,7-trihydroxy-9-(hydroxymethyl)-10-oxo-3h,6h,9h,12h,13h,14h,14ah-pyrrolo[1,2-a]1,4,7,10-tetraazacyclododecan-3-yl]propanoic acid)

3D MOL for NP0327939 (3-[1,4,7-trihydroxy-9-(hydroxymethyl)-10-oxo-3h,6h,9h,12h,13h,14h,14ah-pyrrolo[1,2-a]1,4,7,10-tetraazacyclododecan-3-yl]propanoic acid)

3D SDF for NP0327939 (3-[1,4,7-trihydroxy-9-(hydroxymethyl)-10-oxo-3h,6h,9h,12h,13h,14h,14ah-pyrrolo[1,2-a]1,4,7,10-tetraazacyclododecan-3-yl]propanoic acid)

3D-SDF for NP0327939 (3-[1,4,7-trihydroxy-9-(hydroxymethyl)-10-oxo-3h,6h,9h,12h,13h,14h,14ah-pyrrolo[1,2-a]1,4,7,10-tetraazacyclododecan-3-yl]propanoic acid)

PDB for NP0327939 (3-[1,4,7-trihydroxy-9-(hydroxymethyl)-10-oxo-3h,6h,9h,12h,13h,14h,14ah-pyrrolo[1,2-a]1,4,7,10-tetraazacyclododecan-3-yl]propanoic acid)

3D PDB for NP0327939 (3-[1,4,7-trihydroxy-9-(hydroxymethyl)-10-oxo-3h,6h,9h,12h,13h,14h,14ah-pyrrolo[1,2-a]1,4,7,10-tetraazacyclododecan-3-yl]propanoic acid)

SMILES for NP0327939 (3-[1,4,7-trihydroxy-9-(hydroxymethyl)-10-oxo-3h,6h,9h,12h,13h,14h,14ah-pyrrolo[1,2-a]1,4,7,10-tetraazacyclododecan-3-yl]propanoic acid)

INCHI for NP0327939 (3-[1,4,7-trihydroxy-9-(hydroxymethyl)-10-oxo-3h,6h,9h,12h,13h,14h,14ah-pyrrolo[1,2-a]1,4,7,10-tetraazacyclododecan-3-yl]propanoic acid)

Structure for NP0327939 (3-[1,4,7-trihydroxy-9-(hydroxymethyl)-10-oxo-3h,6h,9h,12h,13h,14h,14ah-pyrrolo[1,2-a]1,4,7,10-tetraazacyclododecan-3-yl]propanoic acid)

3D Structure for NP0327939 (3-[1,4,7-trihydroxy-9-(hydroxymethyl)-10-oxo-3h,6h,9h,12h,13h,14h,14ah-pyrrolo[1,2-a]1,4,7,10-tetraazacyclododecan-3-yl]propanoic acid)