1-((2-(3-cyclopropyl-1H-pyrazole-4-carboxamido)thiazol-4-yl)methyl)-3-methylpiperidinium

ID: ALA4293606

PubChem CID: 122144752

Max Phase: Preclinical

Molecular Formula: C17H23N5OS

Molecular Weight: 345.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1CCCN(Cc2csc(NC(=O)c3c[nH]nc3C3CC3)n2)C1

Standard InChI:  InChI=1S/C17H23N5OS/c1-11-3-2-6-22(8-11)9-13-10-24-17(19-13)20-16(23)14-7-18-21-15(14)12-4-5-12/h7,10-12H,2-6,8-9H2,1H3,(H,18,21)(H,19,20,23)

Standard InChI Key:  WWLFJHCWDQBCKR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   25.6228  -14.1992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2658  -13.6949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0241  -13.9995    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.1505  -12.8858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.6670  -13.4952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4516  -13.7148    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.9073  -13.0364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4029  -12.3934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6356  -12.6745    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   29.7239  -13.0063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1583  -13.6985    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.7734  -14.4202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2042  -15.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0213  -15.0845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4058  -14.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9731  -13.6660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2225  -14.3350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8374  -13.9774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3818  -14.6558    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.8861  -15.2988    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.6534  -15.0177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5517  -13.2127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6912  -12.4075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9241  -12.6893    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
  1 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21  1  2  0
 23 22  1  0
 24 23  1  0
 22 24  1  0
 18 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4293606

   ---

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: 345.47

Molecular Weight (Monoisotopic): 345.1623

AlogP: 3.23

#Rotatable Bonds: 5

Polar Surface Area: 73.91

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.14

CX Basic pKa: 6.75

CX LogP: 2.86

CX LogD: 2.77

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.87

Np Likeness Score: -2.48

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