(E)-1-(4-methyl-2-(methylamino)thiazol-5-yl)-3-(thiophen-3-yl)prop-2-en-1-one

ID: ALA4797515

PubChem CID: 162675628

Max Phase: Preclinical

Molecular Formula: C12H12N2OS2

Molecular Weight: 264.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNc1nc(C)c(C(=O)/C=C/c2ccsc2)s1

Standard InChI:  InChI=1S/C12H12N2OS2/c1-8-11(17-12(13-2)14-8)10(15)4-3-9-5-6-16-7-9/h3-7H,1-2H3,(H,13,14)/b4-3+

Standard InChI Key:  PFXMWFGUBAGIJP-ONEGZZNKSA-N

Molfile:  

 
     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   17.6893   -4.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3970   -3.7971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1047   -4.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8124   -3.7971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9816   -3.7971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6893   -5.0228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5590   -4.1245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1058   -3.5172    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.6972   -2.8094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8979   -2.9795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8919   -2.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0926   -2.8173    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6840   -3.5251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2308   -4.1323    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.4977   -2.4387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8712   -3.6106    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5389   -4.3571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  1  5  1  0
  1  6  2  0
  4  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10  4  1  0
  5 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14  5  1  0
 11 15  1  0
 13 16  1  0
 16 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4797515

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 264.38

Molecular Weight (Monoisotopic): 264.0391

AlogP: 3.45

#Rotatable Bonds: 4

Polar Surface Area: 41.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.28

CX LogP: 2.75

CX LogD: 2.75

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.68

Np Likeness Score: -2.10

References

1. Sanachai, Kamonpan, Aiebchun, Thitinan, Mahalapbutr, Panupong, Seetaha, Supaphorn, Tabtimmai, Lueacha, Maitarad, Phornphimon, Xenikakis, Iakovos, Geronikaki, Athina, Choowongkomon, Kiattawee, Rungrotmongkol, Thanyada.  (2021)  Discovery of novel JAK2 and EGFR inhibitors from a series of thiazole-based chalcone derivatives,  12  (3.0): [PMID:34046625] [10.1039/d0md00436g]

Source

Source(1):

• Scientific Literature