MiMeDB: Showing metabocard for Aqabamycin G (MMDBc0016383)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 07:02:40 UTC

Update Date

2022-08-31 06:40:54 UTC

Metabolite ID

MMDBc0016383

Metabolite Identification

Common Name

Aqabamycin G

Description

Aqabamycin G belongs to the class of organic compounds known as nitrophenols. Nitrophenols are compounds containing a nitrophenol moiety, which consists of a benzene ring bearing both a hydroxyl group and a nitro group on two different ring carbon atoms. Based on a literature review very few articles have been published on Aqabamycin G.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152109022D          

 26 29  0  0  0  0            999 V2000
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6062    0.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4312    0.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6062   -1.3110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1937   -0.5966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4312   -1.3110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8437   -0.5966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3687   -0.5966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -1.2640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -0.1841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -1.0091    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8437   -2.0255    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6687   -0.5966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -2.0486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683    0.3009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6687   -2.0255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4312   -2.7400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  6  5  2  0  0  0  0
  9  5  1  0  0  0  0
  9  7  2  0  0  0  0
 10  3  2  0  0  0  0
 11  8  2  0  0  0  0
 11 10  1  0  0  0  0
 12  4  2  0  0  0  0
 12 10  1  0  0  0  0
 13  7  1  0  0  0  0
 14  6  1  0  0  0  0
 14 13  2  0  0  0  0
 15  9  1  0  0  0  0
 16 11  1  0  0  0  0
 16 15  2  0  0  0  0
 17 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19  8  1  0  0  0  0
 19 12  1  0  0  0  0
 20 17  2  0  0  0  0
 20 18  1  0  0  0  0
 21 13  1  0  0  0  0
 22 14  1  0  0  0  0
 23 17  1  0  0  0  0
 24 18  2  0  0  0  0
 25 21  2  0  0  0  0
 26 21  2  0  0  0  0
M  END


  Mrv1652305152109022D          

 26 29  0  0  0  0            999 V2000
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6062    0.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4312    0.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6062   -1.3110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1937   -0.5966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4312   -1.3110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8437   -0.5966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3687   -0.5966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -1.2640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -0.1841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -1.0091    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8437   -2.0255    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6687   -0.5966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -2.0486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683    0.3009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6687   -2.0255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4312   -2.7400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  6  5  2  0  0  0  0
  9  5  1  0  0  0  0
  9  7  2  0  0  0  0
 10  3  2  0  0  0  0
 11  8  2  0  0  0  0
 11 10  1  0  0  0  0
 12  4  2  0  0  0  0
 12 10  1  0  0  0  0
 13  7  1  0  0  0  0
 14  6  1  0  0  0  0
 14 13  2  0  0  0  0
 15  9  1  0  0  0  0
 16 11  1  0  0  0  0
 16 15  2  0  0  0  0
 17 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19  8  1  0  0  0  0
 19 12  1  0  0  0  0
 20 17  2  0  0  0  0
 20 18  1  0  0  0  0
 21 13  1  0  0  0  0
 22 14  1  0  0  0  0
 23 17  1  0  0  0  0
 24 18  2  0  0  0  0
 25 21  2  0  0  0  0
 26 21  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0016383

> <DATABASE_NAME>
MIME

> <SMILES>
OC1=NC(=O)C(C2=CNC3=CC=CC=C23)=C1C1=CC(=C(O)C=C1)N(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H11N3O5/c22-14-6-5-9(7-13(14)21(25)26)15-16(18(24)20-17(15)23)11-8-19-12-4-2-1-3-10(11)12/h1-8,19,22H,(H,20,23,24)

> <INCHI_KEY>
LSXYUYXMNIJERR-UHFFFAOYSA-N

> <FORMULA>
C18H11N3O5

> <MOLECULAR_WEIGHT>
349.302

> <EXACT_MASS>
349.069870466

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
33.218887344173744

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-4-(4-hydroxy-3-nitrophenyl)-3-(1H-indol-3-yl)-2H-pyrrol-2-one

> <ALOGPS_LOGP>
3.08

> <JCHEM_LOGP>
2.802954330666666

> <ALOGPS_LOGS>
-4.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
5.82025606577386

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.689105037202581

> <JCHEM_PKA_STRONGEST_BASIC>
-3.508348914142093

> <JCHEM_POLAR_SURFACE_AREA>
131.5

> <JCHEM_REFRACTIVITY>
92.96939999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.14e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-4-(4-hydroxy-3-nitrophenyl)-3-(1H-indol-3-yl)pyrrol-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.865   0.220   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.405   0.220   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.865  -2.447   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.095  -1.114   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.405  -2.447   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.175  -1.114   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.555  -1.114   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.650   0.132   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.650  -2.359   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.185  -0.344   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       2.126   4.089   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0       0.185  -1.884   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0       7.175  -3.781   0.000  0.00  0.00           N+0
HETATM   22  O   UNK     0       8.715  -1.114   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       2.126  -3.824   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -1.061   0.562   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       8.715  -3.781   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       6.405  -5.115   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1   10                                                       
CONECT    4    2   12                                                       
CONECT    5    6    9                                                       
CONECT    6    5   14                                                       
CONECT    7    9   13                                                       
CONECT    8   11   19                                                       
CONECT    9    5    7   15                                                  
CONECT   10    3   11   12                                                  
CONECT   11    8   10   16                                                  
CONECT   12    4   10   19                                                  
CONECT   13    7   14   21                                                  
CONECT   14    6   13   22                                                  
CONECT   15    9   16   17                                                  
CONECT   16   11   15   18                                                  
CONECT   17   15   20   23                                                  
CONECT   18   16   20   24                                                  
CONECT   19    8   12                                                       
CONECT   20   17   18                                                       
CONECT   21   13   25   26                                                  
CONECT   22   14                                                            
CONECT   23   17                                                            
CONECT   24   18                                                            
CONECT   25   21                                                            
CONECT   26   21                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

Synonyms

Not Available

Molecular Formula

C₁₈H₁₁N₃O₅

Average Mass

349.302

Monoisotopic Mass

349.069870466

IUPAC Name

5-hydroxy-4-(4-hydroxy-3-nitrophenyl)-3-(1H-indol-3-yl)-2H-pyrrol-2-one

Traditional Name

5-hydroxy-4-(4-hydroxy-3-nitrophenyl)-3-(1H-indol-3-yl)pyrrol-2-one

CAS Registry Number

Not Available

SMILES

OC1=NC(=O)C(C2=CNC3=CC=CC=C23)=C1C1=CC(=C(O)C=C1)N(=O)=O

InChI Identifier

InChI=1S/C18H11N3O5/c22-14-6-5-9(7-13(14)21(25)26)15-16(18(24)20-17(15)23)11-8-19-12-4-2-1-3-10(11)12/h1-8,19,22H,(H,20,23,24)

InChI Key

LSXYUYXMNIJERR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as nitrophenols. Nitrophenols are compounds containing a nitrophenol moiety, which consists of a benzene ring bearing both a hydroxyl group and a nitro group on two different ring carbon atoms.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Nitrophenol
Indole
Indole or derivatives
Nitrobenzene
Nitroaromatic compound
1-hydroxy-2-unsubstituted benzenoid
Maleimide
Monocyclic benzene moiety
Substituted pyrrole
Carboxylic acid imide
Dicarboximide
Carboxylic acid imide, n-unsubstituted
Heteroaromatic compound
Pyrrole
Pyrroline
Organic nitro compound
C-nitro compound
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Azacycle
Carboxylic acid derivative
Organic oxoazanium
Organic salt
Carbonyl group
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Organic cation
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	0.011 g/L	ALOGPS
logP	3.08	ALOGPS
logP	2.8	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	4.69	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	131.5 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	92.97 m³·mol⁻¹	ChemAxon
Polarizability	33.22 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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		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

27024983

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46846124

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 Aqabamycin G (MMDBc0016383)

MOL for #<Metabolite:0x00007fecaf979390>

3D MOL for #<Metabolite:0x00007fecaf979390>

3D SDF for #<Metabolite:0x00007fecaf979390>

3D-SDF for #<Metabolite:0x00007fecaf979390>

PDB for #<Metabolite:0x00007fecaf979390>

3D PDB for #<Metabolite:0x00007fecaf979390>

SMILES for #<Metabolite:0x00007fecaf979390>

INCHI for #<Metabolite:0x00007fecaf979390>

Structure for #<Metabolite:0x00007fecaf979390>

3D Structure for #<Metabolite:0x00007fecaf979390>