MiMeDB: Showing metabocard for PF1163B (MMDBc0006666)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 00:08:04 UTC

Update Date

2022-08-31 06:25:48 UTC

Metabolite ID

MMDBc0006666

Metabolite Identification

Common Name

PF1163B

Description

Pf 1163b belongs to the class of organic compounds known as macrolide lactams. These are cyclic polyketides containing both a cyclic amide and a cyclic ester group. Pf 1163b is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a small amount of articles have been published on Pf 1163b.

Structure

MOL SDF PDB SMILES InChI

PF1163B
  Mrv1652309242002282D          

 33 34  0  0  0  0            999 V2000
    5.0236   -1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1986   -1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7861   -0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9611   -0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5486    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7236    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5262    0.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9792    1.4186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2078    1.7111    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6112    1.6117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2902    1.1430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6736    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6736   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2902   -1.1430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9077   -1.6901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6112   -1.6117    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2078   -1.7111    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9792   -1.4186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4478   -2.0975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5262   -0.8010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3072   -2.5301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3523   -3.0257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2529   -3.8447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9124   -4.3403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6714   -4.0169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7708   -3.1979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1113   -2.7023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3310   -4.5125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2315   -5.3315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8911   -5.8271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7916   -6.6461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0817   -2.2893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3072    2.5301    0.0000 C   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
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 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
 16 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
 17 21  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 16 32  1  0  0  0  0
  9 33  1  1  0  0  0
 20  6  1  0  0  0  0
 27 22  1  0  0  0  0
M  END

PF1163B
  Mrv1652309242002282D          

 33 34  0  0  0  0            999 V2000
    5.0236   -1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1986   -1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7861   -0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9611   -0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5486    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7236    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5262    0.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9792    1.4186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2078    1.7111    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6112    1.6117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2902    1.1430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6736    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6736   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2902   -1.1430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9077   -1.6901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6112   -1.6117    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2078   -1.7111    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9792   -1.4186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4478   -2.0975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5262   -0.8010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3072   -2.5301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3523   -3.0257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2529   -3.8447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9124   -4.3403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6714   -4.0169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7708   -3.1979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1113   -2.7023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3310   -4.5125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2315   -5.3315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8911   -5.8271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7916   -6.6461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0817   -2.2893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3072    2.5301    0.0000 C   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
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 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
 16 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
 17 21  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 16 32  1  0  0  0  0
  9 33  1  1  0  0  0
 20  6  1  0  0  0  0
 27 22  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0006666

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCC[C@@H]1CC[C@H](C)CCCCC(=O)N(C)[C@@H](CC2=CC=C(OCCO)C=C2)C(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C27H43NO5/c1-4-5-6-10-24-15-12-21(2)9-7-8-11-26(30)28(3)25(27(31)33-24)20-22-13-16-23(17-14-22)32-19-18-29/h13-14,16-17,21,24-25,29H,4-12,15,18-20H2,1-3H3/t21-,24-,25+/m1/s1

> <INCHI_KEY>
PCRJJAXIHTZHNU-SDUSCBPUSA-N

> <FORMULA>
C27H43NO5

> <MOLECULAR_WEIGHT>
461.643

> <EXACT_MASS>
461.314123489

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
76

> <JCHEM_AVERAGE_POLARIZABILITY>
53.32938698467264

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S,10R,13R)-3-{[4-(2-hydroxyethoxy)phenyl]methyl}-4,10-dimethyl-13-pentyl-1-oxa-4-azacyclotridecane-2,5-dione

> <ALOGPS_LOGP>
5.65

> <JCHEM_LOGP>
5.4279272999999995

> <ALOGPS_LOGS>
-5.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.102173101537666

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2672079828083107

> <JCHEM_POLAR_SURFACE_AREA>
76.07000000000001

> <JCHEM_REFRACTIVITY>
130.1761

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.39e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S,10R,13R)-3-{[4-(2-hydroxyethoxy)phenyl]methyl}-4,10-dimethyl-13-pentyl-1-oxa-4-azacyclotridecane-2,5-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-SEP-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: PF1163B                                           
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-SEP-20         0                                  
HETATM    1  C   UNK     0       9.377  -2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.837  -2.667   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.067  -1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.527  -1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.757   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.217   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.849   1.495   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.828   2.648   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.388   3.194   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.141   3.008   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.408   2.134   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.124   0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.124  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.408  -2.134   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -3.561  -3.155   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0      -1.141  -3.008   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       0.388  -3.194   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.828  -2.648   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.703  -3.915   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       2.849  -1.495   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.573  -4.723   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.658  -5.648   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.472  -7.177   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.703  -8.102   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.120  -7.498   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -3.306  -5.969   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.074  -5.044   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -4.351  -8.423   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -4.165  -9.952   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -5.397 -10.877   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -5.211 -12.406   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -2.019  -4.273   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       0.573   4.723   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   20                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   33                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   32                                                  
CONECT   17   16   18   21                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18    6                                                       
CONECT   21   17   22                                                       
CONECT   22   21   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   28                                                  
CONECT   26   25   27                                                       
CONECT   27   26   22                                                       
CONECT   28   25   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30                                                            
CONECT   32   16                                                            
CONECT   33    9                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   68    0
END

Synonyms

Value	Source
(-)-PF 1163b	ChEBI

Molecular Formula

C₂₇H₄₃NO₅

Average Mass

461.643

Monoisotopic Mass

461.314123489

IUPAC Name

(3S,10R,13R)-3-{[4-(2-hydroxyethoxy)phenyl]methyl}-4,10-dimethyl-13-pentyl-1-oxa-4-azacyclotridecane-2,5-dione

Traditional Name

(3S,10R,13R)-3-{[4-(2-hydroxyethoxy)phenyl]methyl}-4,10-dimethyl-13-pentyl-1-oxa-4-azacyclotridecane-2,5-dione

CAS Registry Number

Not Available

SMILES

CCCCC[C@@H]1CC[C@H](C)CCCCC(=O)N(C)[C@@H](CC2=CC=C(OCCO)C=C2)C(=O)O1

InChI Identifier

InChI=1S/C27H43NO5/c1-4-5-6-10-24-15-12-21(2)9-7-8-11-26(30)28(3)25(27(31)33-24)20-22-13-16-23(17-14-22)32-19-18-29/h13-14,16-17,21,24-25,29H,4-12,15,18-20H2,1-3H3/t21-,24-,25+/m1/s1

InChI Key

PCRJJAXIHTZHNU-SDUSCBPUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolide lactams. These are cyclic polyketides containing both a cyclic amide and a cyclic ester group.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolide lactams

Sub Class

Not Available

Direct Parent

Macrolide lactams

Alternative Parents

Substituents

Macrolide lactam
Alpha-amino acid ester
Macrolactam
Macrolide
Alpha-amino acid or derivatives
Phenoxy compound
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Tertiary carboxylic acid amide
Carboxamide group
Carboxylic acid ester
Lactam
Lactone
Carboxylic acid derivative
Oxacycle
Ether
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Organic oxygen compound
Organic nitrogen compound
Alcohol
Hydrocarbon derivative
Carbonyl group
Organopnictogen compound
Primary alcohol
Organooxygen compound
Organonitrogen compound
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

aromatic ether (CHEBI:66741 )
macrolide antibiotic (CHEBI:66741 )
lactam (CHEBI:66741 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0024 g/L	ALOGPS
logP	5.65	ALOGPS
logP	5.43	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	15.1	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	76.07 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	130.18 m³·mol⁻¹	ChemAxon
Polarizability	53.33 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	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
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

428525

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

489140

PDB ID

Not Available

ChEBI ID

66741

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 PF1163B (MMDBc0006666)

MOL for #<Metabolite:0x00007fed1470a0b8>

3D MOL for #<Metabolite:0x00007fed1470a0b8>

3D SDF for #<Metabolite:0x00007fed1470a0b8>

3D-SDF for #<Metabolite:0x00007fed1470a0b8>

PDB for #<Metabolite:0x00007fed1470a0b8>

3D PDB for #<Metabolite:0x00007fed1470a0b8>

SMILES for #<Metabolite:0x00007fed1470a0b8>

INCHI for #<Metabolite:0x00007fed1470a0b8>

Structure for #<Metabolite:0x00007fed1470a0b8>

3D Structure for #<Metabolite:0x00007fed1470a0b8>