MiMeDB: Showing metabocard for Dapdiamide D (MMDBc0008408)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 01:16:06 UTC

Update Date

2022-08-31 06:28:31 UTC

Metabolite ID

MMDBc0008408

Metabolite Identification

Common Name

Dapdiamide D

Description

dapdiamide D belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Based on a literature review very few articles have been published on dapdiamide D.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152103162D          

 25 24  0  0  1  0            999 V2000
    3.6829   -1.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -1.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9684    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.1914    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2539    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    1.8414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    5.5539    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    2.6664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.6039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    5.5539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    0.1914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    3.9039    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    4.3164    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.0164    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -0.2211    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  6  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  5  1  0  0  0  0
  8  3  1  0  0  0  0
  9  4  1  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 12 10  1  0  0  0  0
 13  5  1  0  0  0  0
 14  8  2  0  0  0  0
  7 15  1  1  0  0  0
 15  9  2  0  0  0  0
 10 16  1  1  0  0  0
 16 11  2  0  0  0  0
 17  8  1  0  0  0  0
  9 18  1  4  0  0  0
 11 19  1  4  0  0  0
 20 12  2  0  0  0  0
 21 12  1  0  0  0  0
 22  3  1  0  0  0  0
 23  4  1  0  0  0  0
  7 24  1  1  0  0  0
 10 25  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0008408

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(=C(\[H])C(O)=N[C@@]([H])(CN)C(O)=N[C@@]([H])(C(C)C)C(O)=O)C(O)=N

> <INCHI_IDENTIFIER>
InChI=1S/C12H20N4O5/c1-6(2)10(12(20)21)16-11(19)7(5-13)15-9(18)4-3-8(14)17/h3-4,6-7,10H,5,13H2,1-2H3,(H2,14,17)(H,15,18)(H,16,19)(H,20,21)/b4-3+/t7-,10-/m0/s1

> <INCHI_KEY>
IRWJJINNIZZEIB-BRUQVKLWSA-N

> <FORMULA>
C12H20N4O5

> <MOLECULAR_WEIGHT>
300.315

> <EXACT_MASS>
300.14336976

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
29.952075193170607

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-{[(2S)-3-amino-1-hydroxy-2-{[(2E)-1-hydroxy-3-(C-hydroxycarbonimidoyl)prop-2-en-1-ylidene]amino}propylidene]amino}-3-methylbutanoic acid

> <ALOGPS_LOGP>
-2.19

> <JCHEM_LOGP>
-4.912360651318511

> <ALOGPS_LOGS>
-3.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
3.1858406217760145

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.13696832935087766

> <JCHEM_PKA_STRONGEST_BASIC>
12.302383080692929

> <JCHEM_POLAR_SURFACE_AREA>
172.57999999999998

> <JCHEM_REFRACTIVITY>
85.2008

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.76e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-{[(2S)-3-amino-1-hydroxy-2-{[(2E)-1-hydroxy-3-(C-hydroxycarbonimidoyl)prop-2-en-1-ylidene]amino}propylidene]amino}-3-methylbutanoic 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       6.875  -1.953   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.207  -1.953   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.541   8.057   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.207   7.287   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.540   2.667   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.541  -1.183   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.874   3.437   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.541   9.597   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.207   5.747   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.541   0.357   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.207   2.667   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.875   1.127   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       0.206   3.437   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       4.207  10.367   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0       2.874   4.977   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0       4.207   1.127   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0       6.875  10.367   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       5.541   4.977   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.541   3.437   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       6.875   2.667   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       8.208   0.357   0.000  0.00  0.00           O+0
HETATM   22  H   UNK     0       6.875   7.287   0.000  0.00  0.00           H+0
HETATM   23  H   UNK     0       2.874   8.057   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0       2.874   1.897   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0       6.875  -0.413   0.000  0.00  0.00           H+0
CONECT    1    6                                                            
CONECT    2    6                                                            
CONECT    3    4    8   22                                                  
CONECT    4    3    9   23                                                  
CONECT    5    7   13                                                       
CONECT    6    1    2   10                                                  
CONECT    7    5   11   15   24                                             
CONECT    8    3   14   17                                                  
CONECT    9    4   15   18                                                  
CONECT   10    6   12   16   25                                             
CONECT   11    7   16   19                                                  
CONECT   12   10   20   21                                                  
CONECT   13    5                                                            
CONECT   14    8                                                            
CONECT   15    7    9                                                       
CONECT   16   10   11                                                       
CONECT   17    8                                                            
CONECT   18    9                                                            
CONECT   19   11                                                            
CONECT   20   12                                                            
CONECT   21   12                                                            
CONECT   22    3                                                            
CONECT   23    4                                                            
CONECT   24    7                                                            
CONECT   25   10                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   48    0
END

Synonyms

Not Available

Molecular Formula

C₁₂H₂₀N₄O₅

Average Mass

300.315

Monoisotopic Mass

300.14336976

IUPAC Name

(2S)-2-{[(2S)-3-amino-1-hydroxy-2-{[(2E)-1-hydroxy-3-(C-hydroxycarbonimidoyl)prop-2-en-1-ylidene]amino}propylidene]amino}-3-methylbutanoic acid

Traditional Name

(2S)-2-{[(2S)-3-amino-1-hydroxy-2-{[(2E)-1-hydroxy-3-(C-hydroxycarbonimidoyl)prop-2-en-1-ylidene]amino}propylidene]amino}-3-methylbutanoic acid

CAS Registry Number

Not Available

SMILES

[H]\C(=C(\[H])C(O)=N[C@@]([H])(CN)C(O)=N[C@@]([H])(C(C)C)C(O)=O)C(O)=N

InChI Identifier

InChI=1S/C12H20N4O5/c1-6(2)10(12(20)21)16-11(19)7(5-13)15-9(18)4-3-8(14)17/h3-4,6-7,10H,5,13H2,1-2H3,(H2,14,17)(H,15,18)(H,16,19)(H,20,21)/b4-3+/t7-,10-/m0/s1

InChI Key

IRWJJINNIZZEIB-BRUQVKLWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Valine or derivatives
N-acyl-alpha-amino acid
N-acyl-l-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Beta amino acid or derivatives
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
Methyl-branched fatty acid
Branched fatty acid
N-acyl-amine
Fatty acyl
Amino acid or derivatives
Amino acid
Primary carboxylic acid amide
Carboxamide group
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Carboxylic acid
Organic nitrogen compound
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Carbonyl group
Primary amine
Hydrocarbon derivative
Organic oxide
Amine
Organopnictogen compound
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.18 g/L	ALOGPS
logP	-2.2	ALOGPS
logP	-4.9	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	0.14	ChemAxon
pKa (Strongest Basic)	12.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	172.58 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	85.2 m³·mol⁻¹	ChemAxon
Polarizability	29.95 Å³	ChemAxon
Number of Rings	0	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
Bacteria	Proteobacteria	1	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

58837248

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

45379390

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 Dapdiamide D (MMDBc0008408)

MOL for #<Metabolite:0x00007fecf5620b30>

3D MOL for #<Metabolite:0x00007fecf5620b30>

3D SDF for #<Metabolite:0x00007fecf5620b30>

3D-SDF for #<Metabolite:0x00007fecf5620b30>

PDB for #<Metabolite:0x00007fecf5620b30>

3D PDB for #<Metabolite:0x00007fecf5620b30>

SMILES for #<Metabolite:0x00007fecf5620b30>

INCHI for #<Metabolite:0x00007fecf5620b30>

Structure for #<Metabolite:0x00007fecf5620b30>

3D Structure for #<Metabolite:0x00007fecf5620b30>