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

ID: ALA1926928

PubChem CID: 57402804

Max Phase: Preclinical

Molecular Formula: C16H18N2O2S

Molecular Weight: 302.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCNc1nc(C)c(C(=O)/C=C/c2ccc(OC)cc2)s1

Standard InChI:  InChI=1S/C16H18N2O2S/c1-4-17-16-18-11(2)15(21-16)14(19)10-7-12-5-8-13(20-3)9-6-12/h5-10H,4H2,1-3H3,(H,17,18)/b10-7+

Standard InChI Key:  PHUHJIDYVQDYPS-JXMROGBWSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   21.8444  -14.5416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8432  -15.3690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5581  -15.7819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2745  -15.3685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2716  -14.5380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5563  -14.1289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1284  -15.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4143  -15.3679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6995  -15.7798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9854  -15.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6989  -16.6048    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9045  -14.5480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0977  -14.3758    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6846  -15.0900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2362  -15.7034    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.5195  -13.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8640  -15.1757    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3796  -14.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5590  -14.5935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9846  -14.1228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7006  -14.5326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
  5 20  1  0
  9 10  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1926928

   (E)-1-[2-(ethylamino)-4-methyl-1,3-thiazol-5-yl]-3-(4-methoxyphenyl)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: 302.40

Molecular Weight (Monoisotopic): 302.1089

AlogP: 3.79

#Rotatable Bonds: 6

Polar Surface Area: 51.22

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.26

CX LogP: 3.17

CX LogD: 3.17

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.65

Np Likeness Score: -1.12

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