2,4-dimethyl-N-(4-(piperidin-1-yl)phenyl)thiazole-5-carboxamide

ID: ALA4292561

PubChem CID: 23609425

Max Phase: Preclinical

Molecular Formula: C17H21N3OS

Molecular Weight: 315.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc(C)c(C(=O)Nc2ccc(N3CCCCC3)cc2)s1

Standard InChI:  InChI=1S/C17H21N3OS/c1-12-16(22-13(2)18-12)17(21)19-14-6-8-15(9-7-14)20-10-4-3-5-11-20/h6-9H,3-5,10-11H2,1-2H3,(H,19,21)

Standard InChI Key:  LRBYHMIIGGKLFD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   13.2608  -21.9321    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0779  -21.9321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3323  -21.1554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6693  -20.6733    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.0106  -21.1554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5575  -22.5938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2333  -20.9032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1099  -20.9040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7164  -21.4516    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2809  -20.1049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4939  -21.2002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0964  -21.7499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8733  -21.4990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0449  -20.6991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4335  -20.1506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6589  -20.4044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8204  -20.4480    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4270  -20.9969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2014  -20.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3756  -19.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7689  -19.3997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9881  -19.6495    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
  4  5  1  0
  5  1  2  0
  2  6  1  0
  5  7  1  0
  3  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 17 18  1  0
 17 22  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 14 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4292561

   2,4-dimethyl-N-[4-(piperidin-1-yl)phenyl]-1,3-thiazole-5-carboxamide

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: 315.44

Molecular Weight (Monoisotopic): 315.1405

AlogP: 4.00

#Rotatable Bonds: 3

Polar Surface Area: 45.23

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.13

CX LogP: 3.07

CX LogD: 3.07

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.93

Np Likeness Score: -2.28

References

1. Zhu J, Zhou C, Caflisch A..  (2018)  Structure-based discovery of selective BRPF1 bromodomain inhibitors.,  155  [PMID:29902720] [10.1016/j.ejmech.2018.05.037]

Source

Source(1):

• Scientific Literature