NP-MRD: Showing NP-Card for o-[4-(2-amino-1-hydroxyethyl)-2,6-dibromophenyl]carbamoyl cyanide (NP0164233)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 23:04:39 UTC

Updated at

2022-09-02 23:04:39 UTC

NP-MRD ID

NP0164233

Secondary Accession Numbers

None

Natural Product Identification

Common Name

o-[4-(2-amino-1-hydroxyethyl)-2,6-dibromophenyl]carbamoyl cyanide

Description

O-[4-(2-amino-1-hydroxyethyl)-2,6-dibromophenyl]carbamoyl cyanide belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring. O-[4-(2-amino-1-hydroxyethyl)-2,6-dibromophenyl]carbamoyl cyanide is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 36 36  0  0  0  0  0  0  0  0999 V2000
    5.6299    2.8130   -1.2382 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3608    1.8263   -0.6786 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0505    0.6047    0.0166 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0941    0.6456    1.2622 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7123   -0.5866   -0.6663 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4077   -1.7786    0.0510 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2177   -1.5570    0.9306 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9866   -1.1580    0.1078 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9398   -0.9793    1.0468 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3429   -0.6113    0.6770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6368    0.7278    0.6197 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6541    2.0827    1.0295 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.9410    1.0764    0.2432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8641    0.1325   -0.0487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2384    0.4511   -0.4278 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5260   -0.1539   -1.6824 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5324    1.9049   -0.4050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2781    2.4652    0.9004 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5044   -1.2098    0.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2358   -1.6101    0.3923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7496   -3.4650    0.4945 Br  0  0  0  0  0  0  0  0  0  0  0  0
    4.6766   -0.6252   -1.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1387   -2.6255   -0.6322 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2500   -2.1335    0.6923 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3406   -0.7782    1.7041 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9013   -2.4844    1.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7754   -1.9324   -0.6355 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2510   -0.2288   -0.4149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1557    2.1254    0.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9609   -0.0391    0.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6384   -1.1399   -1.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8627    2.4600   -1.1161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5912    2.0615   -0.7104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1029    3.5002    0.8317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0145    2.2293    1.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2114   -2.0101   -0.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 17  1  0
 17 15  1  0
 15 16  1  0
 15 14  1  0
 14 13  2  0
 13 11  1  0
 11 12  1  0
 11 10  2  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  2  0
  3  2  1  0
  2  1  3  0
 10 20  1  0
 20 21  1  0
 20 19  2  0
 19 14  1  0
 18 34  1  0
 18 35  1  0
 17 32  1  0
 17 33  1  0
 15 30  1  1
 16 31  1  0
 13 29  1  0
  8 27  1  0
  8 28  1  0
  7 25  1  0
  7 26  1  0
  6 23  1  0
  6 24  1  0
  5 22  1  0
 19 36  1  0
M  END


  Mrv1533004241516532D          

 21 21  0  0  0  0            999 V2000
   -2.8579   -0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    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
   -1.4289    0.8250    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
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 Br  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    2.0625    0.0000 O   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
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 N   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    0.4125    0.0000 Br  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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 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
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  3  0  0  0  0
  9 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
  5 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0164233

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NCC(O)C1=CC(Br)=C(OCCCNC(=O)C#N)C(Br)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H15Br2N3O3/c14-9-4-8(11(19)6-16)5-10(15)13(9)21-3-1-2-18-12(20)7-17/h4-5,11,19H,1-3,6,16H2,(H,18,20)

> <INCHI_KEY>
BKBCHPBOYFBMRI-UHFFFAOYSA-N

> <FORMULA>
C13H15Br2N3O3

> <MOLECULAR_WEIGHT>
421.089

> <EXACT_MASS>
418.948017

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
34.71146783538139

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
O-[4-(2-amino-1-hydroxyethyl)-2,6-dibromophenyl]carbamoyl cyanide

> <ALOGPS_LOGP>
1.74

> <JCHEM_LOGP>
0.36861542815004

> <ALOGPS_LOGS>
-4.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.00221566768446

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.267016900583611

> <JCHEM_PKA_STRONGEST_BASIC>
9.189573372755738

> <JCHEM_POLAR_SURFACE_AREA>
108.37

> <JCHEM_REFRACTIVITY>
85.23590000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.03e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
O-[4-(2-amino-1-hydroxyethyl)-2,6-dibromophenyl]carbamoyl cyanide

> <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  N   UNK     0      -5.335  -1.540   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.001   0.770   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -5.335   1.540   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667   3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    8 Br   UNK     0      -1.334   5.390   0.000  0.00  0.00          Br+0
HETATM    9  C   UNK     0       0.000   3.080   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       6.668   3.850   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       8.002   3.080   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.002   1.540   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0      10.669   4.620   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   20 Br   UNK     0       1.334   0.770   0.000  0.00  0.00          Br+0
HETATM   21  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   21                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   19                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17                                                            
CONECT   19    9   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19    5                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

View in JSmol

Synonyms

Value	Source
7-Hydroxyceratinamine	ChEMBL
Hydroxyceratinamine	MeSH

Chemical Formula

C₁₃H₁₅Br₂N₃O₃

Average Mass

421.0890 Da

Monoisotopic Mass

418.94802 Da

IUPAC Name

O-[4-(2-amino-1-hydroxyethyl)-2,6-dibromophenyl]carbamoyl cyanide

Traditional Name

O-[4-(2-amino-1-hydroxyethyl)-2,6-dibromophenyl]carbamoyl cyanide

CAS Registry Number

Not Available

SMILES

NCC(O)C1=CC(Br)=C(OCCCNC(=O)C#N)C(Br)=C1

InChI Identifier

InChI=1S/C13H15Br2N3O3/c14-9-4-8(11(19)6-16)5-10(15)13(9)21-3-1-2-18-12(20)7-17/h4-5,11,19H,1-3,6,16H2,(H,18,20)

InChI Key

BKBCHPBOYFBMRI-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol ethers

Sub Class

Not Available

Direct Parent

Phenol ethers

Alternative Parents

Substituents

Phenoxy compound
Phenol ether
Alkyl aryl ether
Bromobenzene
Aralkylamine
Halobenzene
Aryl bromide
Aryl halide
Monocyclic benzene moiety
1,2-aminoalcohol
Amino acid or derivatives
Carboxamide group
Secondary carboxylic acid amide
Secondary alcohol
Carboxylic acid derivative
Ether
Nitrile
Carbonitrile
Alcohol
Primary aliphatic amine
Aromatic alcohol
Organohalogen compound
Organobromide
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Cyanide
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Amine
Primary amine
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	1.74	ALOGPS
logP	0.37	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	8.27	ChemAxon
pKa (Strongest Basic)	9.19	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	108.37 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	85.24 m³·mol⁻¹	ChemAxon
Polarizability	34.71 Å³	ChemAxon
Number of Rings	1	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

10693462

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for o-[4-(2-amino-1-hydroxyethyl)-2,6-dibromophenyl]carbamoyl cyanide (NP0164233)

MOL for NP0164233 (o-[4-(2-amino-1-hydroxyethyl)-2,6-dibromophenyl]carbamoyl cyanide)

3D MOL for NP0164233 (o-[4-(2-amino-1-hydroxyethyl)-2,6-dibromophenyl]carbamoyl cyanide)

3D SDF for NP0164233 (o-[4-(2-amino-1-hydroxyethyl)-2,6-dibromophenyl]carbamoyl cyanide)

3D-SDF for NP0164233 (o-[4-(2-amino-1-hydroxyethyl)-2,6-dibromophenyl]carbamoyl cyanide)

PDB for NP0164233 (o-[4-(2-amino-1-hydroxyethyl)-2,6-dibromophenyl]carbamoyl cyanide)

3D PDB for NP0164233 (o-[4-(2-amino-1-hydroxyethyl)-2,6-dibromophenyl]carbamoyl cyanide)

SMILES for NP0164233 (o-[4-(2-amino-1-hydroxyethyl)-2,6-dibromophenyl]carbamoyl cyanide)

INCHI for NP0164233 (o-[4-(2-amino-1-hydroxyethyl)-2,6-dibromophenyl]carbamoyl cyanide)

Structure for NP0164233 (o-[4-(2-amino-1-hydroxyethyl)-2,6-dibromophenyl]carbamoyl cyanide)

3D Structure for NP0164233 (o-[4-(2-amino-1-hydroxyethyl)-2,6-dibromophenyl]carbamoyl cyanide)