NP-MRD: Showing NP-Card for n-{4-[n-carbamimidoyl-(c-hydroxycarbonimidoyl)amino]butyl}-n-methylacetamide (NP0311645)

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Record Information

Version

2.0

Created at

2022-09-11 07:46:36 UTC

Updated at

2022-09-11 07:46:36 UTC

NP-MRD ID

NP0311645

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-{4-[n-carbamimidoyl-(c-hydroxycarbonimidoyl)amino]butyl}-n-methylacetamide

Description

N-{4-[N-carbamimidoyl-(C-hydroxycarbonimidoyl)amino]butyl}-N-methylacetamide belongs to the class of organic compounds known as tertiary carboxylic acid amides. Tertiary carboxylic acid amides are compounds containing an amide derivative of carboxylic acid, with the general structure RN(R1)C(R2)=O (R1-R2 any atom but H). n-{4-[n-carbamimidoyl-(c-hydroxycarbonimidoyl)amino]butyl}-n-methylacetamide is found in Schottera nicaeensis. N-{4-[N-carbamimidoyl-(C-hydroxycarbonimidoyl)amino]butyl}-N-methylacetamide is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 35 34  0  0  0  0  0  0  0  0999 V2000
    6.8030    0.4202    0.7761 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2785    1.2759    0.5300 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0548    1.2271    0.1506 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3315    2.3925   -0.1873 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3833   -0.0321    0.0597 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0186   -0.1220   -0.3601 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4406    0.9487   -0.6434 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4156   -1.3912   -0.4285 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0475   -1.5594   -0.8368 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1488   -0.8284    0.1078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3256   -0.9872   -0.2897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1192   -0.2107    0.7323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5419   -0.2546    0.5025 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3639   -1.2929    1.0745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1260    0.7374   -0.2993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3457    1.8336   -0.9117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3619    0.6965   -0.5075 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0762    3.0646    0.5513 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0675    2.5565   -1.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9165   -0.8819    0.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9565   -2.2333   -0.1823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7742   -2.6393   -0.9128 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8830   -1.1442   -1.8545 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3612    0.2539    0.0523 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2750   -1.1663    1.1601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6012   -2.0373   -0.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4230   -0.5489   -1.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9694   -0.6460    1.7656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7599    0.8174    0.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9342   -1.6566    2.0478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3860   -0.9290    1.3388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4982   -2.1620    0.4060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4982    2.7965   -0.3497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7170    2.0463   -1.9544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2608    1.6563   -0.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8  6  1  0
  6  7  2  0
  6  5  1  0
  5  3  1  0
  3  4  1  0
  3  2  2  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
 12 28  1  0
 12 29  1  0
 11 26  1  0
 11 27  1  0
 10 24  1  0
 10 25  1  0
  9 22  1  0
  9 23  1  0
  8 21  1  0
  5 20  1  0
  4 18  1  0
  4 19  1  0
  2  1  1  0
 16 33  1  0
 16 34  1  0
 16 35  1  0
M  END


  Mrv1533004241507152D          

 16 15  0  0  0  0            999 V2000
    9.9513    4.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9513    3.2704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2368    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5224    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8079    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0934    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    2.8579    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    4.0954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8579    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5211    2.8579    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355    4.0954    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3802    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    2.0329    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
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  2 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0311645

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN(CCCCNC(=O)NC(N)=N)C(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H19N5O2/c1-7(15)14(2)6-4-3-5-12-9(16)13-8(10)11/h3-6H2,1-2H3,(H5,10,11,12,13,16)

> <INCHI_KEY>
WPFZNRDJPZPUPO-UHFFFAOYSA-N

> <FORMULA>
C9H19N5O2

> <MOLECULAR_WEIGHT>
229.284

> <EXACT_MASS>
229.153874872

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
24.561947558304002

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-{4-[(carbamimidoylcarbamoyl)amino]butyl}-N-methylacetamide

> <ALOGPS_LOGP>
-0.75

> <JCHEM_LOGP>
-1.5924055739999992

> <ALOGPS_LOGS>
-2.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.428583839215321

> <JCHEM_PKA_STRONGEST_BASIC>
9.408163601587342

> <JCHEM_POLAR_SURFACE_AREA>
111.31

> <JCHEM_REFRACTIVITY>
70.6763

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.59e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-{4-[(carbamimidoylcarbamoyl)amino]butyl}-N-methylacetamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      18.576   7.645   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      18.576   6.105   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      17.242   5.335   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      15.908   6.105   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.575   5.335   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.241   6.105   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      11.907   5.335   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      10.574   6.105   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      10.574   7.645   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0       9.240   5.335   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       7.906   6.105   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       6.573   5.335   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       7.906   7.645   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      19.909   5.335   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      21.243   6.105   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      19.909   3.795   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   14                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    2   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₉H₁₉N₅O₂

Average Mass

229.2840 Da

Monoisotopic Mass

229.15387 Da

IUPAC Name

N-{4-[(carbamimidoylcarbamoyl)amino]butyl}-N-methylacetamide

Traditional Name

N-{4-[(carbamimidoylcarbamoyl)amino]butyl}-N-methylacetamide

CAS Registry Number

Not Available

SMILES

CN(CCCCNC(=O)NC(N)=N)C(C)=O

InChI Identifier

InChI=1S/C9H19N5O2/c1-7(15)14(2)6-4-3-5-12-9(16)13-8(10)11/h3-6H2,1-2H3,(H5,10,11,12,13,16)

InChI Key

WPFZNRDJPZPUPO-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Schottera nicaeensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tertiary carboxylic acid amides. Tertiary carboxylic acid amides are compounds containing an amide derivative of carboxylic acid, with the general structure RN(R1)C(R2)=O (R1-R2 any atom but H).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

Tertiary carboxylic acid amides

Alternative Parents

Substituents

Acetamide
Tertiary carboxylic acid amide
Guanidine
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Organic nitrogen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Imine
Carbonyl group
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	-0.75	ALOGPS
logP	-1.6	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	13.43	ChemAxon
pKa (Strongest Basic)	9.41	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	111.31 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	70.68 m³·mol⁻¹	ChemAxon
Polarizability	24.56 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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

14731319

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-{4-[n-carbamimidoyl-(c-hydroxycarbonimidoyl)amino]butyl}-n-methylacetamide (NP0311645)

MOL for NP0311645 (n-{4-[n-carbamimidoyl-(c-hydroxycarbonimidoyl)amino]butyl}-n-methylacetamide)

3D MOL for NP0311645 (n-{4-[n-carbamimidoyl-(c-hydroxycarbonimidoyl)amino]butyl}-n-methylacetamide)

3D SDF for NP0311645 (n-{4-[n-carbamimidoyl-(c-hydroxycarbonimidoyl)amino]butyl}-n-methylacetamide)

3D-SDF for NP0311645 (n-{4-[n-carbamimidoyl-(c-hydroxycarbonimidoyl)amino]butyl}-n-methylacetamide)

PDB for NP0311645 (n-{4-[n-carbamimidoyl-(c-hydroxycarbonimidoyl)amino]butyl}-n-methylacetamide)

3D PDB for NP0311645 (n-{4-[n-carbamimidoyl-(c-hydroxycarbonimidoyl)amino]butyl}-n-methylacetamide)

SMILES for NP0311645 (n-{4-[n-carbamimidoyl-(c-hydroxycarbonimidoyl)amino]butyl}-n-methylacetamide)

INCHI for NP0311645 (n-{4-[n-carbamimidoyl-(c-hydroxycarbonimidoyl)amino]butyl}-n-methylacetamide)

Structure for NP0311645 (n-{4-[n-carbamimidoyl-(c-hydroxycarbonimidoyl)amino]butyl}-n-methylacetamide)

3D Structure for NP0311645 (n-{4-[n-carbamimidoyl-(c-hydroxycarbonimidoyl)amino]butyl}-n-methylacetamide)