(S)-2,4-Dimethyl-5-[5-(1-phenylethyl)-1H-pyrazol-3-yl]-1,3-thiazole

ID: ALA4752881

PubChem CID: 162652955

Max Phase: Preclinical

Molecular Formula: C16H17N3S

Molecular Weight: 283.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1nc(C)c(-c2cc([C@@H](C)c3ccccc3)[nH]n2)s1

Standard InChI:  InChI=1S/C16H17N3S/c1-10(13-7-5-4-6-8-13)14-9-15(19-18-14)16-11(2)17-12(3)20-16/h4-10H,1-3H3,(H,18,19)/t10-/m0/s1

Standard InChI Key:  BUFWVGVUFJNORA-JTQLQIEISA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   14.5522   -3.7376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3538   -3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6859   -4.6505    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4987   -4.5654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6689   -3.7661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9613   -3.3574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2190   -2.9943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4052   -3.0838    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2389   -3.8854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9499   -4.2912    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.4940   -4.2215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6250   -2.2851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4156   -3.4340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0765   -3.9145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5012   -2.6213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9889   -4.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6491   -5.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3967   -4.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4802   -4.0573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8191   -3.5805    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
 13 15  1  1
 14 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4752881

   ---

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: 283.40

Molecular Weight (Monoisotopic): 283.1143

AlogP: 4.30

#Rotatable Bonds: 3

Polar Surface Area: 41.57

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.21

CX Basic pKa: 2.64

CX LogP: 3.44

CX LogD: 3.44

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.78

Np Likeness Score: -1.35

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