NP-MRD: Showing NP-Card for (s)-cyano(3-phenoxyphenyl)methyl (3r)-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylate (NP0301219)

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Record Information

Version

2.0

Created at

2022-09-10 14:02:25 UTC

Updated at

2022-09-10 14:02:25 UTC

NP-MRD ID

NP0301219

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(s)-cyano(3-phenoxyphenyl)methyl (3r)-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylate

Description

SCHEMBL10067999 belongs to the class of organic compounds known as pyrethroids. These are organic compounds similar to the pyrethrins. Some pyrethroids containing a chrysanthemic acid esterified with a cyclopentenone (pyrethrins), or with a phenoxybenzyl group. (s)-cyano(3-phenoxyphenyl)methyl (3r)-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylate is found in Camptotheca acuminata. Based on a literature review very few articles have been published on SCHEMBL10067999.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102216022D          

 28 30  0  0  1  0            999 V2000
   -3.1117   -4.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9684   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7437   -5.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -4.5375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    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   -1.2375    0.0000 C   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   -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
    0.0000    0.8250    0.0000 C   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
    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
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559   -6.0770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5559   -6.9020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2704   -7.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2704   -8.1395    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.9849   -6.9020    0.0000 Br  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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  3  0  0  0  0
  8 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 15 23  2  0  0  0  0
 11 23  1  0  0  0  0
  4 24  1  0  0  0  0
  2 24  1  0  0  0  0
 24 25  1  6  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
M  END

     RDKit          3D

 47 49  0  0  0  0  0  0  0  0999 V2000
   -5.5779    0.4833    1.6630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8277   -0.1750    0.5514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4221   -1.4312   -0.0045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3713    0.1015    0.4178 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4909   -0.9325   -0.2103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9304   -1.5023   -1.2398 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2590   -1.2887    0.2599 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4304   -2.2674   -0.3380 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3046   -3.3642    0.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1962   -4.2338    1.3900 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9171   -1.7343   -0.6541 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5031   -2.0012   -1.8729 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7629   -1.5167   -2.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4751   -0.7459   -1.3089 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9000   -0.4722   -0.0874 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5848    0.2906    0.8168 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8264    0.8314    0.6318 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0543    2.0865    0.0889 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3309    2.5827   -0.0749 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4197    1.8463    0.2960 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2197    0.5967    0.8377 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    0.1000    1.0015 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6492   -0.9621    0.2184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2731    0.8130   -0.5025 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6799    2.2095   -0.4137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3818    3.1515    0.4224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1471    4.9081    0.1910 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.2189    2.9308    1.8901 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -5.9327    1.5138    1.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0131    0.5129    2.6173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4981   -0.0952    1.8768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2650   -1.5357   -1.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5381   -1.3518    0.1345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1316   -2.3384    0.5714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9093    0.5415    1.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9303   -2.6905   -1.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0018   -2.6047   -2.6323 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2224   -1.7264   -3.1568 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4766   -0.3582   -1.5635 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2303    2.6848   -0.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4637    3.5771   -0.5071 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4074    2.2743    0.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0865    0.0009    1.1372 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8036   -0.8870    1.4304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1682   -0.7589    1.1845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3137    0.4054   -1.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3975    2.5316   -1.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2 24  1  0
 24 25  1  0
 25 26  2  3
 26 27  1  0
 26 28  1  0
 24  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  3  0
  8 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 15 23  2  0
  4  2  1  0
 23 11  1  0
 22 17  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
 24 46  1  6
 25 47  1  0
  4 35  1  1
  8 36  1  6
 12 37  1  0
 13 38  1  0
 14 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
 22 44  1  0
 23 45  1  0
M  END


  Mrv1652309102216022D          

 28 30  0  0  1  0            999 V2000
   -3.1117   -4.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9684   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7437   -5.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -4.5375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    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   -1.2375    0.0000 C   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   -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
    0.0000    0.8250    0.0000 C   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
    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
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559   -6.0770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5559   -6.9020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2704   -7.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2704   -8.1395    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.9849   -6.9020    0.0000 Br  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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  3  0  0  0  0
  8 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 15 23  2  0  0  0  0
 11 23  1  0  0  0  0
  4 24  1  0  0  0  0
  2 24  1  0  0  0  0
 24 25  1  6  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0301219

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)[C@@H](C=C(Br)Br)C1C(=O)O[C@H](C#N)C1=CC=CC(OC2=CC=CC=C2)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H19Br2NO3/c1-22(2)17(12-19(23)24)20(22)21(26)28-18(13-25)14-7-6-10-16(11-14)27-15-8-4-3-5-9-15/h3-12,17-18,20H,1-2H3/t17-,18+,20?/m0/s1

> <INCHI_KEY>
OWZREIFADZCYQD-IVAAQHKWSA-N

> <FORMULA>
C22H19Br2NO3

> <MOLECULAR_WEIGHT>
505.206

> <EXACT_MASS>
502.973169

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
42.805492542203105

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(S)-cyano(3-phenoxyphenyl)methyl (3R)-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylate

> <JCHEM_LOGP>
5.744093277666667

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.619196455306321

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6919575747677285

> <JCHEM_POLAR_SURFACE_AREA>
59.32000000000001

> <JCHEM_REFRACTIVITY>
124.28940000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(S)-cyano(3-phenoxyphenyl)methyl (3R)-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0      -5.808  -8.493   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.541 -10.010   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.988 -10.537   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001 -10.010   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -1.334 -10.010   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -2.667  -7.700   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       1.334  -8.470   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.771 -11.344   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.771 -12.884   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -6.105 -13.654   0.000  0.00  0.00           C+0
HETATM   27 Br   UNK     0      -6.105 -15.194   0.000  0.00  0.00          Br+0
HETATM   28 Br   UNK     0      -7.438 -12.884   0.000  0.00  0.00          Br+0
CONECT    1    2                                                            
CONECT    2    1    3    4   24                                             
CONECT    3    2                                                            
CONECT    4    2    5   24                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    8   12   23                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   23                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   17                                                       
CONECT   23   15   11                                                       
CONECT   24    4    2   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₁₉Br₂NO₃

Average Mass

505.2060 Da

Monoisotopic Mass

502.97317 Da

IUPAC Name

(S)-cyano(3-phenoxyphenyl)methyl (3R)-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylate

Traditional Name

(S)-cyano(3-phenoxyphenyl)methyl (3R)-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylate

CAS Registry Number

Not Available

SMILES

CC1(C)[C@@H](C=C(Br)Br)C1C(=O)O[C@H](C#N)C1=CC=CC(OC2=CC=CC=C2)=C1

InChI Identifier

InChI=1S/C22H19Br2NO3/c1-22(2)17(12-19(23)24)20(22)21(26)28-18(13-25)14-7-6-10-16(11-14)27-15-8-4-3-5-9-15/h3-12,17-18,20H,1-2H3/t17-,18+,20?/m0/s1

InChI Key

OWZREIFADZCYQD-IVAAQHKWSA-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
Camptotheca acuminata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrethroids. These are organic compounds similar to the pyrethrins. Some pyrethroids containing a chrysanthemic acid esterified with a cyclopentenone (pyrethrins), or with a phenoxybenzyl group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Pyrethroids

Alternative Parents

Substituents

Pyrethroid skeleton
Diphenylether
Diaryl ether
Benzyloxycarbonyl
Phenoxy compound
Phenol ether
Monocyclic benzene moiety
Cyclopropanecarboxylic acid or derivatives
Benzenoid
Carboxylic acid ester
Ketene acetal or derivatives
Carboxylic acid derivative
Ether
Bromoalkene
Monocarboxylic acid or derivatives
Carbonitrile
Nitrile
Haloalkene
Vinyl halide
Vinyl bromide
Carbonyl group
Organic oxygen compound
Cyanide
Organohalogen compound
Organobromide
Organonitrogen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Organic nitrogen 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	5.74	ChemAxon
pKa (Strongest Acidic)	10.62	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	59.32 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	124.29 m³·mol⁻¹	ChemAxon
Polarizability	42.81 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

13013601

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (s)-cyano(3-phenoxyphenyl)methyl (3r)-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylate (NP0301219)

MOL for NP0301219 ((s)-cyano(3-phenoxyphenyl)methyl (3r)-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylate)

3D MOL for NP0301219 ((s)-cyano(3-phenoxyphenyl)methyl (3r)-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylate)

3D SDF for NP0301219 ((s)-cyano(3-phenoxyphenyl)methyl (3r)-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylate)

3D-SDF for NP0301219 ((s)-cyano(3-phenoxyphenyl)methyl (3r)-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylate)

PDB for NP0301219 ((s)-cyano(3-phenoxyphenyl)methyl (3r)-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylate)

3D PDB for NP0301219 ((s)-cyano(3-phenoxyphenyl)methyl (3r)-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylate)

SMILES for NP0301219 ((s)-cyano(3-phenoxyphenyl)methyl (3r)-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylate)

INCHI for NP0301219 ((s)-cyano(3-phenoxyphenyl)methyl (3r)-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylate)

Structure for NP0301219 ((s)-cyano(3-phenoxyphenyl)methyl (3r)-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylate)

3D Structure for NP0301219 ((s)-cyano(3-phenoxyphenyl)methyl (3r)-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylate)