5-[5-(Biphenyl-4-ylmethyl)-1H-pyrazol-3-yl]-2,4-dimethyl-1,3-thiazole

ID: ALA4780342

PubChem CID: 162663076

Max Phase: Preclinical

Molecular Formula: C21H19N3S

Molecular Weight: 345.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1nc(C)c(-c2cc(Cc3ccc(-c4ccccc4)cc3)[nH]n2)s1

Standard InChI:  InChI=1S/C21H19N3S/c1-14-21(25-15(2)22-14)20-13-19(23-24-20)12-16-8-10-18(11-9-16)17-6-4-3-5-7-17/h3-11,13H,12H2,1-2H3,(H,23,24)

Standard InChI Key:  BRJXQFKKCOUCJK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    4.8656  -11.8352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6672  -12.0015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9993  -12.7482    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8121  -12.6631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9823  -11.8637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2747  -11.4550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5324  -11.0919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7186  -11.1814    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5523  -11.9831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2633  -12.3889    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8074  -12.3191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9384  -10.3827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7289  -11.5316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3899  -12.0121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3023  -12.8238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9625  -13.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7101  -12.9720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7936  -12.1549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1325  -11.6781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3704  -13.4505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2844  -14.2642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9452  -14.7437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6924  -14.4106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7748  -13.5933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1130  -13.1175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  2  1  0
  1  2  1  0
  1  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  1  1  0
  9 11  1  0
  7 12  1  0
  5 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 17 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4780342

   ---

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: 345.47

Molecular Weight (Monoisotopic): 345.1300

AlogP: 5.41

#Rotatable Bonds: 4

Polar Surface Area: 41.57

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.49

CX Basic pKa: 2.65

CX LogP: 4.72

CX LogD: 4.72

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.54

Np Likeness Score: -1.24

References

1. Lerner C,Jakob-Roetne R,Buettelmann B,Ehler A,Rudolph M,Rodríguez Sarmiento RM.  (2016)  Design of Potent and Druglike Nonphenolic Inhibitors for Catechol O-Methyltransferase Derived from a Fragment Screening Approach Targeting the S-Adenosyl-l-methionine Pocket.,  59  (22): [PMID:27685665] [10.1021/acs.jmedchem.6b00927]

Source

Source(1):

• Scientific Literature