NP-MRD: Showing NP-Card for Phascolosomine B (NP0333010)

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Record Information

Version

2.0

Created at

2024-05-03 08:33:34 UTC

Updated at

2024-09-03 04:20:56 UTC

NP-MRD ID

NP0333010

Natural Product DOI

https://doi.org/10.57994/2303

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Phascolosomine B

Description

Phascolosomine B belongs to the class of organic compounds known as n-acyl amines. N-acyl amines are compounds containing a fatty acid moiety linked to an amine group through an ester linkage. Phascolosomine B was first documented in 2024 (PMID: 38430199). Based on a literature review very few articles have been published on Phascolosomine B.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01152311102D          

 17 16  0  0  1  0            999 V2000
    5.4730    3.9849    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    6.1875    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    2.7474    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9020    3.9849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6164    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3309    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0454    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7599    3.9849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4743    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1888    3.9849    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.1888    4.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9033    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6177    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3322    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0467    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3322    2.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4743    2.7474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
  9 17  2  0  0  0  0
M  CHG  1   1   1
M  END
> <DATABASE_ID>
NP0333010

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CC[C@@H](C)C(=O)NCCCNC(N)=[NH2+]

> <INCHI_IDENTIFIER>
InChI=1S/C12H26N4O/c1-9(2)5-6-10(3)11(17)15-7-4-8-16-12(13)14/h9-10H,4-8H2,1-3H3,(H,15,17)(H4,13,14,16)/p+1/t10-/m1/s1

> <INCHI_KEY>
FCXIGQSKUGITFF-SNVBAGLBSA-O

> <FORMULA>
C12H27N4O

> <MOLECULAR_WEIGHT>
243.374

> <EXACT_MASS>
243.217937926

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
29.45091504809692

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[amino({3-[(2R)-2,5-dimethylhexanamido]propyl}amino)methylidene]azanium

> <JCHEM_LOGP>
0.9868401339999991

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.29117012861071

> <JCHEM_PKA_STRONGEST_BASIC>
12.143934558322098

> <JCHEM_POLAR_SURFACE_AREA>
92.74000000000001

> <JCHEM_REFRACTIVITY>
81.24539999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
[amino({3-[(2R)-2,5-dimethylhexanamido]propyl}amino)methylidene]azanium

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-JAN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-JAN-23         0                                  
HETATM    1  N   UNK     0      10.216   7.438   0.000  0.00  0.00           N+1
HETATM    2  C   UNK     0      11.550   6.668   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      11.550   5.128   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0      12.884   7.438   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      14.217   6.668   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.551   7.438   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      16.885   6.668   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      18.218   7.438   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      19.552   6.668   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      20.886   7.438   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      20.886   8.978   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      22.219   6.668   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      23.553   7.438   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      24.887   6.668   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      26.220   7.438   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      24.887   5.128   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      19.552   5.128   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   17                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17    9                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₂H₂₇N₄O

Average Mass

243.3740 Da

Monoisotopic Mass

243.21794 Da

IUPAC Name

[amino({3-[(2R)-2,5-dimethylhexanamido]propyl}amino)methylidene]azanium

Traditional Name

[amino({3-[(2R)-2,5-dimethylhexanamido]propyl}amino)methylidene]azanium

CAS Registry Number

Not Available

SMILES

CC(C)CC[C@@H](C)C(=O)NCCCNC(N)=[NH2+]

InChI Identifier

InChI=1S/C12H26N4O/c1-9(2)5-6-10(3)11(17)15-7-4-8-16-12(13)14/h9-10H,4-8H2,1-3H3,(H,15,17)(H4,13,14,16)/p+1/t10-/m1/s1

InChI Key

FCXIGQSKUGITFF-SNVBAGLBSA-O

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, CD3OD, experimental)	laurence.jennings@universityofgalway.ie	University of Galway	Laurence K. Jennings	2024-05-03	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, CD3OD, experimental)	laurence.jennings@universityofgalway.ie	University of Galway	Laurence K. Jennings	2024-05-03	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, CD3OD, experimental)	laurence.jennings@universityofgalway.ie	University of Galway	Laurence K. Jennings	2024-05-03	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, CD3OD, experimental)	laurence.jennings@universityofgalway.ie	University of Galway	Laurence K. Jennings	2024-05-03	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD3OD, experimental)	laurence.jennings@universityofgalway.ie	University of Galway	Laurence K. Jennings	2024-05-03	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Granulatum		Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as n-acyl amines. These are compounds containing a fatty acid moiety linked to an amine group through an ester linkage.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty amides

Direct Parent

N-acyl amines

Alternative Parents

Substituents

N-acyl-amine
Guanidine
Carboxamide group
Carboximidamide
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic cation
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	0.99	ChemAxon
pKa (Strongest Acidic)	16.29	ChemAxon
pKa (Strongest Basic)	12.14	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	92.74 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	81.25 m³·mol⁻¹	ChemAxon
Polarizability	29.45 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Phascolosomine B (NP0333010)

MOL for NP0333010 (Phascolosomine B)

3D MOL for NP0333010 (Phascolosomine B)

3D SDF for NP0333010 (Phascolosomine B)

3D-SDF for NP0333010 (Phascolosomine B)

PDB for NP0333010 (Phascolosomine B)

3D PDB for NP0333010 (Phascolosomine B)

SMILES for NP0333010 (Phascolosomine B)

INCHI for NP0333010 (Phascolosomine B)

Structure for NP0333010 (Phascolosomine B)

3D Structure for NP0333010 (Phascolosomine B)