NP-MRD: Showing NP-Card for 4,4,4-trichloro-3-methyl-n-[4,4,4-trichloro-3-methyl-1-(1,3-thiazol-2-yl)butyl]butanimidic acid (NP0330754)

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Record Information

Version

2.0

Created at

2022-09-12 16:24:31 UTC

Updated at

2022-09-12 16:24:31 UTC

NP-MRD ID

NP0330754

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4,4,4-trichloro-3-methyl-n-[4,4,4-trichloro-3-methyl-1-(1,3-thiazol-2-yl)butyl]butanimidic acid

Description

4,4,4-Trichloro-3-methyl-N-[4,4,4-trichloro-3-methyl-1-(1,3-thiazol-2-yl)butyl]butanimidic acid 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. 4,4,4-trichloro-3-methyl-n-[4,4,4-trichloro-3-methyl-1-(1,3-thiazol-2-yl)butyl]butanimidic acid is found in Lamellodysidea herbacea. 4,4,4-Trichloro-3-methyl-N-[4,4,4-trichloro-3-methyl-1-(1,3-thiazol-2-yl)butyl]butanimidic acid is a moderately basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004191516162D          

 23 23  0  0  0  0            999 V2000
    1.9967    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9967    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    2.3518    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8612    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8612    1.1143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5757    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2901    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2901    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0046    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7191    2.7643    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.4171    1.6373    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.5921    3.0663    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4256    2.7643    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.1237    1.6373    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.2987    3.0663    0.0000 Cl  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  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  1  0  0  0  0
  4 15  1  0  0  0  0
 15 16  2  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
 15 19  1  0  0  0  0
  2 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 20 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0330754

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(CC(NC(=O)CC(C)C(Cl)(Cl)Cl)C1=NC=CS1)C(Cl)(Cl)Cl

> <INCHI_IDENTIFIER>
InChI=1S/C13H16Cl6N2OS/c1-7(12(14,15)16)5-9(11-20-3-4-23-11)21-10(22)6-8(2)13(17,18)19/h3-4,7-9H,5-6H2,1-2H3,(H,21,22)

> <INCHI_KEY>
LPYBRIPPTDYUEU-UHFFFAOYSA-N

> <FORMULA>
C13H16Cl6N2OS

> <MOLECULAR_WEIGHT>
461.04

> <EXACT_MASS>
457.9114505

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
41.03973313195201

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4,4,4-trichloro-3-methyl-N-[4,4,4-trichloro-3-methyl-1-(1,3-thiazol-2-yl)butyl]butanamide

> <ALOGPS_LOGP>
4.98

> <JCHEM_LOGP>
4.6995263089999995

> <ALOGPS_LOGS>
-5.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.567425947768841

> <JCHEM_PKA_STRONGEST_BASIC>
2.1226217418606863

> <JCHEM_POLAR_SURFACE_AREA>
41.99

> <JCHEM_REFRACTIVITY>
101.17919999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.34e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,4,4-trichloro-3-methyl-N-[4,4,4-trichloro-3-methyl-1-(1,3-thiazol-2-yl)butyl]butanamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0       3.727   2.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.727   3.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.393   4.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -0.274   4.390   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -1.608   3.620   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.608   2.080   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -2.941   4.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.275   3.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.275   2.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.609   4.390   0.000  0.00  0.00           C+0
HETATM   12 Cl   UNK     0      -6.942   5.160   0.000  0.00  0.00          Cl+0
HETATM   13 Cl   UNK     0      -6.379   3.056   0.000  0.00  0.00          Cl+0
HETATM   14 Cl   UNK     0      -4.839   5.724   0.000  0.00  0.00          Cl+0
HETATM   15  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       2.306   1.175   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM   19  S   UNK     0      -0.186   1.175   0.000  0.00  0.00           S+0
HETATM   20  C   UNK     0       5.061   4.390   0.000  0.00  0.00           C+0
HETATM   21 Cl   UNK     0       6.395   5.160   0.000  0.00  0.00          Cl+0
HETATM   22 Cl   UNK     0       5.831   3.056   0.000  0.00  0.00          Cl+0
HETATM   23 Cl   UNK     0       4.291   5.724   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3   20                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   15                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13   14                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   11                                                            
CONECT   15    4   16   19                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   15                                                       
CONECT   20    2   21   22   23                                             
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   20                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   46    0
END

View in JSmol

Synonyms

Value	Source
4,4,4-Trichloro-3-methyl-N-[4,4,4-trichloro-3-methyl-1-(1,3-thiazol-2-yl)butyl]butanimidate	Generator

Chemical Formula

C₁₃H₁₆Cl₆N₂OS

Average Mass

461.0400 Da

Monoisotopic Mass

457.91145 Da

IUPAC Name

4,4,4-trichloro-3-methyl-N-[4,4,4-trichloro-3-methyl-1-(1,3-thiazol-2-yl)butyl]butanamide

Traditional Name

4,4,4-trichloro-3-methyl-N-[4,4,4-trichloro-3-methyl-1-(1,3-thiazol-2-yl)butyl]butanamide

CAS Registry Number

Not Available

SMILES

CC(CC(NC(=O)CC(C)C(Cl)(Cl)Cl)C1=NC=CS1)C(Cl)(Cl)Cl

InChI Identifier

InChI=1S/C13H16Cl6N2OS/c1-7(12(14,15)16)5-9(11-20-3-4-23-11)21-10(22)6-8(2)13(17,18)19/h3-4,7-9H,5-6H2,1-2H3,(H,21,22)

InChI Key

LPYBRIPPTDYUEU-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Lamellodysidea herbacea	LOTUS Database	35616633

Chemical Taxonomy

Description

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.

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
Azole
Thiazole
Heteroaromatic compound
Carboxamide group
Secondary carboxylic acid amide
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organopnictogen compound
Alkyl halide
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Organic oxygen compound
Alkyl chloride
Carbonyl group
Organic nitrogen compound
Organic oxide
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	4.98	ALOGPS
logP	4.7	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	9.57	ChemAxon
pKa (Strongest Basic)	2.12	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	41.99 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	101.18 m³·mol⁻¹	ChemAxon
Polarizability	41.04 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

494397

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4,4,4-trichloro-3-methyl-n-[4,4,4-trichloro-3-methyl-1-(1,3-thiazol-2-yl)butyl]butanimidic acid (NP0330754)

MOL for NP0330754 (4,4,4-trichloro-3-methyl-n-[4,4,4-trichloro-3-methyl-1-(1,3-thiazol-2-yl)butyl]butanimidic acid)

3D MOL for NP0330754 (4,4,4-trichloro-3-methyl-n-[4,4,4-trichloro-3-methyl-1-(1,3-thiazol-2-yl)butyl]butanimidic acid)

3D SDF for NP0330754 (4,4,4-trichloro-3-methyl-n-[4,4,4-trichloro-3-methyl-1-(1,3-thiazol-2-yl)butyl]butanimidic acid)

3D-SDF for NP0330754 (4,4,4-trichloro-3-methyl-n-[4,4,4-trichloro-3-methyl-1-(1,3-thiazol-2-yl)butyl]butanimidic acid)

PDB for NP0330754 (4,4,4-trichloro-3-methyl-n-[4,4,4-trichloro-3-methyl-1-(1,3-thiazol-2-yl)butyl]butanimidic acid)

3D PDB for NP0330754 (4,4,4-trichloro-3-methyl-n-[4,4,4-trichloro-3-methyl-1-(1,3-thiazol-2-yl)butyl]butanimidic acid)

SMILES for NP0330754 (4,4,4-trichloro-3-methyl-n-[4,4,4-trichloro-3-methyl-1-(1,3-thiazol-2-yl)butyl]butanimidic acid)

INCHI for NP0330754 (4,4,4-trichloro-3-methyl-n-[4,4,4-trichloro-3-methyl-1-(1,3-thiazol-2-yl)butyl]butanimidic acid)

Structure for NP0330754 (4,4,4-trichloro-3-methyl-n-[4,4,4-trichloro-3-methyl-1-(1,3-thiazol-2-yl)butyl]butanimidic acid)

3D Structure for NP0330754 (4,4,4-trichloro-3-methyl-n-[4,4,4-trichloro-3-methyl-1-(1,3-thiazol-2-yl)butyl]butanimidic acid)