3,5-dimethyl-1-((2-(4-methylthiazole-5-carboxamido)thiazol-4-yl)methyl)piperidinium

ID: ALA4294159

PubChem CID: 47046086

Max Phase: Preclinical

Molecular Formula: C16H22N4OS2

Molecular Weight: 350.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ncsc1C(=O)Nc1nc(CN2CC(C)CC(C)C2)cs1

Standard InChI:  InChI=1S/C16H22N4OS2/c1-10-4-11(2)6-20(5-10)7-13-8-22-16(18-13)19-15(21)14-12(3)17-9-23-14/h8-11H,4-7H2,1-3H3,(H,18,19,21)

Standard InChI Key:  PUDZUVPXNDLSKU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    3.1517  -13.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9292  -13.5245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5357  -14.0721    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1002  -12.7254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3133  -13.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9714  -14.3022    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6332  -13.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3817  -13.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5646  -13.0441    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.4101  -14.0764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5789  -14.8759    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9690  -15.4190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1351  -16.2155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9110  -16.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5211  -15.9281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3553  -15.1252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2970  -16.1843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5250  -16.7592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4877  -13.2967    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.8259  -13.7761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0773  -14.5537    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8945  -14.5547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3729  -15.2173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
  7 10  1  0
 10 11  1  0
 11 12  1  0
 11 16  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 13 18  1  0
  1 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22  1  2  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4294159

   N-[4-[(3,5-dimethylpiperidin-1-yl)methyl]-1,3-thiazol-2-yl]-4-methyl-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: 350.51

Molecular Weight (Monoisotopic): 350.1235

AlogP: 3.64

#Rotatable Bonds: 4

Polar Surface Area: 58.12

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.98

CX Basic pKa: 7.06

CX LogP: 2.93

CX LogD: 2.77

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.91

Np Likeness Score: -2.54

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