(1E,4E)-1-(1-(sec-Butyl)-1H-imidazol-2-yl)-5-(thiazol-2-yl)penta-1,4-dien-3-one

ID: ALA4206557

PubChem CID: 145975419

Max Phase: Preclinical

Molecular Formula: C15H17N3OS

Molecular Weight: 287.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(C)n1ccnc1/C=C/C(=O)/C=C/c1nccs1

Standard InChI:  InChI=1S/C15H17N3OS/c1-3-12(2)18-10-8-16-14(18)6-4-13(19)5-7-15-17-9-11-20-15/h4-12H,3H2,1-2H3/b6-4+,7-5+

Standard InChI Key:  QGVOTAITZSANDC-YDFGWWAZSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   12.5710  -11.2614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5710  -12.0864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2855  -12.4989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2855  -13.3239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0000  -13.7364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0000  -12.0864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3325  -15.0463    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.0000  -14.5614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6674  -15.0463    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4125  -15.8310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5875  -15.8310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8566  -10.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1029  -11.1845    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5509  -10.5714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9634   -9.8569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7703  -10.0284    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3834   -9.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1680   -9.7314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7811   -9.1793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2119   -8.6694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  3  6  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  7 11  1  0
  5  8  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 12 16  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 16 17  1  0
  1 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4206557

   ---

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: 287.39

Molecular Weight (Monoisotopic): 287.1092

AlogP: 3.61

#Rotatable Bonds: 6

Polar Surface Area: 47.78

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.00

CX LogP: 3.34

CX LogD: 3.32

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.76

Np Likeness Score: -1.17

References

1. Zhang X, Guo S, Chen C, Perez GR, Zhang C, Patanapongpibul M, Subrahmanyam N, Wang R, Keith J, Chen G, Dong Y, Zhang Q, Zhong Q, Zheng S, Wang G, Chen QH..  (2017)  Asymmetric 1,5-diarylpenta-1,4-dien-3-ones: Antiproliferative activity in prostate epithelial cell models and pharmacokinetic studies.,  137  [PMID:28601720] [10.1016/j.ejmech.2017.05.062]

Source

Source(1):

• Scientific Literature