NP-MRD: Showing NP-Card for Clavatadine B (NP0081973)

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Record Information

Version

2.0

Created at

2022-04-29 03:01:52 UTC

Updated at

2022-04-29 03:01:52 UTC

NP-MRD ID

NP0081973

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Clavatadine B

Description

CHEMBL486904 belongs to the class of organic compounds known as phenylacetamides. These are amide derivatives of phenylacetic acids. Clavatadine B is found in Suberea clavata. CHEMBL486904 is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 44 44  0  0  0  0  0  0  0  0999 V2000
    6.6037    1.3385   -0.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8948    0.5951   -0.4929 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7809    0.0666    0.6856 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6231    0.5040    1.7349 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8181   -0.9400    0.9071 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5388   -0.6223    1.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7829    0.2843    0.5608 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5703   -0.4407   -0.7329 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9459    0.4861   -1.7562 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6896    1.0431   -1.4946 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4950    0.2080   -1.3969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4864   -1.0013   -1.5301 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7245    0.8549   -1.1467 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9373    0.1964   -1.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7119   -0.0264   -2.2003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9146   -0.6692   -2.1737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9349   -0.9534   -3.7823 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -5.4227   -1.1391   -0.9652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6423   -1.7895   -0.9347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6752   -0.9350    0.1905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3806   -1.5904    1.8477 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.4665   -0.2816    0.1216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7020   -0.0386    1.3682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4398    1.0889    2.0599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0791    2.0961    1.2748 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4875    1.1332    3.2898 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6244    0.1843    1.7872 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2901    1.1683    2.4960 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9930   -1.9081    0.6379 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7864   -0.1196    2.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9935   -1.5485    1.7579 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4083    1.1828    0.3948 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8184    0.5175    1.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5795   -0.7129   -1.1500 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9748   -1.3658   -0.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6775    1.3110   -1.9652 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9789   -0.1086   -2.7230 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6017    2.0804   -1.3584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3500    0.3292   -3.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9725   -2.1057   -0.0157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7251   -0.9626    1.9880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7128    0.3320    1.1273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0831    1.9215    0.9904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6306    2.9629    0.9641 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 24  1  0
 24 26  2  0
 24 23  1  0
 23 22  1  0
 22 20  2  0
 20 21  1  0
 20 18  1  0
 18 19  1  0
 18 16  2  0
 16 17  1  0
 16 15  1  0
 15 14  2  0
 14 13  1  0
 13 11  1  0
 11 12  2  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  3  1  0
  3  4  1  0
  3  2  2  0
 14 22  1  0
 25 43  1  0
 25 44  1  0
 23 41  1  0
 23 42  1  0
 19 40  1  0
 15 39  1  0
 10 38  1  0
  9 36  1  0
  9 37  1  0
  8 34  1  0
  8 35  1  0
  7 32  1  0
  7 33  1  0
  6 30  1  0
  6 31  1  0
  5 29  1  0
  4 27  1  0
  4 28  1  0
  2  1  1  0
M  END


  Mrv1533004181502042D          

 25 25  0  0  0  0            999 V2000
   -0.0000   -2.4750    0.0000 N   0  0  0  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 O   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   -0.4125    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   -0.4125    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   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 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0081973

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC(=O)CC1=C(Br)C(O)=C(Br)C=C1OC(=O)NCCCCNC(N)=N

> <INCHI_IDENTIFIER>
InChI=1S/C14H19Br2N5O4/c15-8-6-9(7(5-10(17)22)11(16)12(8)23)25-14(24)21-4-2-1-3-20-13(18)19/h6,23H,1-5H2,(H2,17,22)(H,21,24)(H4,18,19,20)

> <INCHI_KEY>
AAAZGBHLLCPNHK-UHFFFAOYSA-N

> <FORMULA>
C14H19Br2N5O4

> <MOLECULAR_WEIGHT>
481.145

> <EXACT_MASS>
478.98038

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
40.2080115931125

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,5-dibromo-2-(carbamoylmethyl)-4-hydroxyphenyl N-(4-carbamimidamidobutyl)carbamate

> <ALOGPS_LOGP>
1.53

> <JCHEM_LOGP>
0.760302007730323

> <ALOGPS_LOGS>
-3.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.368492018853164

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.60184581294028

> <JCHEM_PKA_STRONGEST_BASIC>
12.124538769196231

> <JCHEM_POLAR_SURFACE_AREA>
163.55

> <JCHEM_REFRACTIVITY>
109.2945

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.21e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,5-dibromo-2-(carbamoylmethyl)-4-hydroxyphenyl N-(4-carbamimidamidobutyl)carbamate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 18-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-APR-15         0                                  
HETATM    1  N   UNK     0      -0.000  -4.620   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+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  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7 Br   UNK     0      -1.334  -0.770   0.000  0.00  0.00          Br+0
HETATM    8  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11 Br   UNK     0       1.334   3.850   0.000  0.00  0.00          Br+0
HETATM   12  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0       6.668  -0.770   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0      13.337   0.000   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0      14.670  -0.770   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0      16.004   0.000   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0      14.670  -2.310   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   13                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12    5   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₄H₁₉Br₂N₅O₄

Average Mass

481.1450 Da

Monoisotopic Mass

478.98038 Da

IUPAC Name

3,5-dibromo-2-(carbamoylmethyl)-4-hydroxyphenyl N-(4-carbamimidamidobutyl)carbamate

Traditional Name

3,5-dibromo-2-(carbamoylmethyl)-4-hydroxyphenyl N-(4-carbamimidamidobutyl)carbamate

CAS Registry Number

Not Available

SMILES

NC(=O)CC1=C(Br)C(O)=C(Br)C=C1OC(=O)NCCCCNC(N)=N

InChI Identifier

InChI=1S/C14H19Br2N5O4/c15-8-6-9(7(5-10(17)22)11(16)12(8)23)25-14(24)21-4-2-1-3-20-13(18)19/h6,23H,1-5H2,(H2,17,22)(H,21,24)(H4,18,19,20)

InChI Key

AAAZGBHLLCPNHK-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Suberea clavata	-	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylacetamides. These are amide derivatives of phenylacetic acids.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenylacetamides

Direct Parent

Phenylacetamides

Alternative Parents

Substituents

Phenylacetamide
Phenoxy compound
2-halophenol
2-bromophenol
Bromobenzene
Halobenzene
Phenol
Aryl bromide
Aryl halide
Carbamic acid ester
Carboxamide group
Guanidine
Primary carboxylic acid amide
Carboxylic acid derivative
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Organohalogen compound
Organobromide
Organonitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	1.53	ALOGPS
logP	0.76	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	6.6	ChemAxon
pKa (Strongest Basic)	12.12	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	163.55 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	109.29 m³·mol⁻¹	ChemAxon
Polarizability	40.21 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

24881874

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Clavatadine B (NP0081973)

MOL for NP0081973 (Clavatadine B)

3D MOL for NP0081973 (Clavatadine B)

3D SDF for NP0081973 (Clavatadine B)

3D-SDF for NP0081973 (Clavatadine B)

PDB for NP0081973 (Clavatadine B)

3D PDB for NP0081973 (Clavatadine B)

SMILES for NP0081973 (Clavatadine B)

INCHI for NP0081973 (Clavatadine B)

Structure for NP0081973 (Clavatadine B)

3D Structure for NP0081973 (Clavatadine B)