MiMeDB: Showing metabocard for Y-14556 (MMDBc0007558)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 00:42:10 UTC

Update Date

2022-08-31 06:27:28 UTC

Metabolite ID

MMDBc0007558

Metabolite Identification

Common Name

Y-14556

Description

Y 14556 belongs to the class of organic compounds known as alpha amino acid amides. These are amide derivatives of alpha amino acids. Based on a literature review very few articles have been published on Y 14556.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152102422D          

 27 28  0  0  1  0            999 V2000
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9559   -0.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4256    0.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8953    0.9947    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.2380    0.5060    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
  9  7  1  0  0  0  0
  9  8  2  0  0  0  0
 10  7  1  0  0  0  0
 11  5  1  0  0  0  0
 12  9  1  0  0  0  0
 14  2  1  6  0  0  0
 14 10  1  0  0  0  0
 14 13  1  1  0  0  0
 15 13  1  0  0  0  0
 16 13  1  0  0  0  0
  5 17  1  1  0  0  0
 10 18  1  1  0  0  0
 18 11  2  0  0  0  0
  6 19  1  1  0  0  0
 20  8  1  0  0  0  0
 11 21  1  4  0  0  0
 22 12  2  0  0  0  0
 23 12  1  0  0  0  0
 23 14  1  0  0  0  0
  5 24  1  1  0  0  0
  6 25  1  6  0  0  0
  7 26  1  6  0  0  0
 10 27  1  6  0  0  0
M  END


  Mrv1652305152102422D          

 27 28  0  0  1  0            999 V2000
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9559   -0.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4256    0.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8953    0.9947    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.2380    0.5060    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
  9  7  1  0  0  0  0
  9  8  2  0  0  0  0
 10  7  1  0  0  0  0
 11  5  1  0  0  0  0
 12  9  1  0  0  0  0
 14  2  1  6  0  0  0
 14 10  1  0  0  0  0
 14 13  1  1  0  0  0
 15 13  1  0  0  0  0
 16 13  1  0  0  0  0
  5 17  1  1  0  0  0
 10 18  1  1  0  0  0
 18 11  2  0  0  0  0
  6 19  1  1  0  0  0
 20  8  1  0  0  0  0
 11 21  1  4  0  0  0
 22 12  2  0  0  0  0
 23 12  1  0  0  0  0
 23 14  1  0  0  0  0
  5 24  1  1  0  0  0
  6 25  1  6  0  0  0
  7 26  1  6  0  0  0
 10 27  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0007558

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](C)(N)C(O)=N[C@]1([H])[C@]2([H])C[C@]([H])(O)CC(O)=C2C(=O)O[C@]1(C)C(Cl)Cl

> <INCHI_IDENTIFIER>
InChI=1S/C14H20Cl2N2O5/c1-5(17)11(21)18-10-7-3-6(19)4-8(20)9(7)12(22)23-14(10,2)13(15)16/h5-7,10,13,19-20H,3-4,17H2,1-2H3,(H,18,21)/t5-,6-,7+,10+,14-/m0/s1

> <INCHI_KEY>
JSRXKUDJDNEKAW-NTQPJNNGSA-N

> <FORMULA>
C14H20Cl2N2O5

> <MOLECULAR_WEIGHT>
367.22

> <EXACT_MASS>
366.0749272

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
33.73338526316904

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-N-[(3S,4R,4aR,6S)-3-(dichloromethyl)-6,8-dihydroxy-3-methyl-1-oxo-3,4,4a,5,6,7-hexahydro-1H-2-benzopyran-4-yl]-2-aminopropanimidic acid

> <ALOGPS_LOGP>
0.45

> <JCHEM_LOGP>
-1.7636983932807568

> <ALOGPS_LOGS>
-2.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
8.723569831566733

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.07488053534331

> <JCHEM_PKA_STRONGEST_BASIC>
9.813030208128108

> <JCHEM_POLAR_SURFACE_AREA>
125.37000000000002

> <JCHEM_REFRACTIVITY>
85.44699999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.08e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-N-[(3S,4R,4aR,6S)-3-(dichloromethyl)-6,8-dihydroxy-3-methyl-1-oxo-4a,5,6,7-tetrahydro-4H-2-benzopyran-4-yl]-2-aminopropanimidic 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       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.518  -1.037   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.528   0.677   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   15 Cl   UNK     0       3.538   1.857   0.000  0.00  0.00          Cl+0
HETATM   16 Cl   UNK     0       6.044   0.945   0.000  0.00  0.00          Cl+0
HETATM   17  N   UNK     0       2.667   4.620   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0       2.667   1.540   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0      -2.667  -0.000   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   24  H   UNK     0       0.000   3.080   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0      -2.667  -1.540   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0       2.667  -1.540   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0       4.001   0.770   0.000  0.00  0.00           H+0
CONECT    1    5                                                            
CONECT    2   14                                                            
CONECT    3    6    7                                                       
CONECT    4    6    8                                                       
CONECT    5    1   11   17   24                                             
CONECT    6    3    4   19   25                                             
CONECT    7    3    9   10   26                                             
CONECT    8    4    9   20                                                  
CONECT    9    7    8   12                                                  
CONECT   10    7   14   18   27                                             
CONECT   11    5   18   21                                                  
CONECT   12    9   22   23                                                  
CONECT   13   14   15   16                                                  
CONECT   14    2   10   13   23                                             
CONECT   15   13                                                            
CONECT   16   13                                                            
CONECT   17    5                                                            
CONECT   18   10   11                                                       
CONECT   19    6                                                            
CONECT   20    8                                                            
CONECT   21   11                                                            
CONECT   22   12                                                            
CONECT   23   12   14                                                       
CONECT   24    5                                                            
CONECT   25    6                                                            
CONECT   26    7                                                            
CONECT   27   10                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   56    0
END

Synonyms

Not Available

Molecular Formula

C₁₄H₂₀Cl₂N₂O₅

Average Mass

367.22

Monoisotopic Mass

366.0749272

IUPAC Name

(2S)-N-[(3S,4R,4aR,6S)-3-(dichloromethyl)-6,8-dihydroxy-3-methyl-1-oxo-3,4,4a,5,6,7-hexahydro-1H-2-benzopyran-4-yl]-2-aminopropanimidic acid

Traditional Name

(2S)-N-[(3S,4R,4aR,6S)-3-(dichloromethyl)-6,8-dihydroxy-3-methyl-1-oxo-4a,5,6,7-tetrahydro-4H-2-benzopyran-4-yl]-2-aminopropanimidic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](C)(N)C(O)=N[C@]1([H])[C@]2([H])C[C@]([H])(O)CC(O)=C2C(=O)O[C@]1(C)C(Cl)Cl

InChI Identifier

InChI=1S/C14H20Cl2N2O5/c1-5(17)11(21)18-10-7-3-6(19)4-8(20)9(7)12(22)23-14(10,2)13(15)16/h5-7,10,13,19-20H,3-4,17H2,1-2H3,(H,18,21)/t5-,6-,7+,10+,14-/m0/s1

InChI Key

JSRXKUDJDNEKAW-NTQPJNNGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acid amides. These are amide derivatives of alpha amino acids.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acid amides

Alternative Parents

Substituents

Alpha-amino acid amide
Alanine or derivatives
Benzopyran
Delta valerolactone
Delta_valerolactone
Oxane
Enoate ester
Vinylogous acid
Alpha,beta-unsaturated carboxylic ester
Carboxamide group
Carboxylic acid ester
Lactone
Secondary alcohol
Secondary carboxylic acid amide
Organoheterocyclic compound
Oxacycle
Enol
Monocarboxylic acid or derivatives
Organooxygen compound
Organohalogen compound
Primary aliphatic amine
Alkyl chloride
Hydrocarbon derivative
Organochloride
Organic oxide
Alcohol
Carbonyl group
Organic oxygen compound
Amine
Organonitrogen compound
Primary amine
Alkyl halide
Organic nitrogen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.61 g/L	ALOGPS
logP	0.45	ALOGPS
logP	-1.8	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	3.07	ChemAxon
pKa (Strongest Basic)	9.81	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	125.37 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	85.45 m³·mol⁻¹	ChemAxon
Polarizability	33.73 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

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 feces; Human	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

57523237

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

54721225

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 Y-14556 (MMDBc0007558)

MOL for #<Metabolite:0x00007fa4d0bedda0>

3D MOL for #<Metabolite:0x00007fa4d0bedda0>

3D SDF for #<Metabolite:0x00007fa4d0bedda0>

3D-SDF for #<Metabolite:0x00007fa4d0bedda0>

PDB for #<Metabolite:0x00007fa4d0bedda0>

3D PDB for #<Metabolite:0x00007fa4d0bedda0>

SMILES for #<Metabolite:0x00007fa4d0bedda0>

INCHI for #<Metabolite:0x00007fa4d0bedda0>

Structure for #<Metabolite:0x00007fa4d0bedda0>

3D Structure for #<Metabolite:0x00007fa4d0bedda0>