(E)-3-(3-Chlorophenyl)-1-(2-(ethylamino)-4-methylthiazol-5-yl)prop-2-en-1-one

ID: ALA1926923

PubChem CID: 57397601

Max Phase: Preclinical

Molecular Formula: C15H15ClN2OS

Molecular Weight: 306.82

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCNc1nc(C)c(C(=O)/C=C/c2cccc(Cl)c2)s1

Standard InChI:  InChI=1S/C15H15ClN2OS/c1-3-17-15-18-10(2)14(20-15)13(19)8-7-11-5-4-6-12(16)9-11/h4-9H,3H2,1-2H3,(H,17,18)/b8-7+

Standard InChI Key:  VRDDPRJKZLLSPR-BQYQJAHWSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   12.3236  -10.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3224  -11.0023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0372  -11.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7537  -11.0019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7508  -10.1713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0354   -9.7622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6076  -11.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8935  -11.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1787  -11.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4645  -11.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1780  -12.2381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3837  -10.1813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5768  -10.0092    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1637  -10.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7154  -11.3368    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.9987   -9.6315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3432  -10.8090    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8587  -10.1412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1948   -9.3878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4688  -11.4132    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0
  2  3  1  0
  9 11  2  0
 10 12  2  0
  5  6  2  0
  6  1  1  0
  1  2  2  0
  2  7  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 10  1  0
  3  4  2  0
 12 16  1  0
  7  8  2  0
 14 17  1  0
 17 18  1  0
  8  9  1  0
 18 19  1  0
  4  5  1  0
  4 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1926923

   (E)-3-(3-chlorophenyl)-1-[2-(ethylamino)-4-methyl-1,3-thiazol-5-yl]prop-2-en-1-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 306.82

Molecular Weight (Monoisotopic): 306.0594

AlogP: 4.43

#Rotatable Bonds: 5

Polar Surface Area: 41.99

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.26

CX LogP: 3.93

CX LogD: 3.93

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.66

Np Likeness Score: -1.59

References

1. Liaras K, Geronikaki A, Glamočlija J, Cirić A, Soković M..  (2011)  Novel (E)-1-(4-methyl-2-(alkylamino)thiazol-5-yl)-3-arylprop-2-en-1-ones as potent antimicrobial agents.,  19  (24): [PMID:22079864] [10.1016/j.bmc.2011.10.059]

Source

Source(1):

• Scientific Literature