N-(6-(2-Chloro-6-methylphenyl)-7-oxo-6,7-dihydrothiazolo[4,5-d]pyrimidin-2-yl)-4-methylbenzamide

ID: ALA4483522

PubChem CID: 124121350

Max Phase: Preclinical

Molecular Formula: C20H15ClN4O2S

Molecular Weight: 410.89

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(=O)Nc2nc3ncn(-c4c(C)cccc4Cl)c(=O)c3s2)cc1

Standard InChI:  InChI=1S/C20H15ClN4O2S/c1-11-6-8-13(9-7-11)18(26)24-20-23-17-16(28-20)19(27)25(10-22-17)15-12(2)4-3-5-14(15)21/h3-10H,1-2H3,(H,23,24,26)

Standard InChI Key:  KDZPCGSFPKMQEL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    7.3833   -3.9607    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0930   -3.5513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0902   -2.7286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3815   -2.3233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6753   -3.5517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6720   -2.7352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8944   -2.4860    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.4171   -3.1486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8998   -3.8071    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7933   -2.3186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5028   -2.7263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2085   -2.3157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2059   -1.4976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4917   -1.0919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7889   -1.5048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3789   -1.5061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0786   -1.1008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5051   -3.5434    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.5999   -3.1519    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1942   -3.8613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3770   -3.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9690   -3.1571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1525   -3.1601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7460   -3.8700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1619   -4.5783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9770   -4.5719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6057   -4.5673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9288   -3.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  6  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  3 10  1  0
  4 16  2  0
 15 17  1  0
 11 18  1  0
  8 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 20 27  2  0
 24 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4483522

   ---

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: 410.89

Molecular Weight (Monoisotopic): 410.0604

AlogP: 4.36

#Rotatable Bonds: 3

Polar Surface Area: 76.88

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.72

CX Basic pKa: ┄

CX LogP: 5.40

CX LogD: 5.40

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.54

Np Likeness Score: -1.82

References

1. Li Y, Sun L, Yang T, Jiao W, Tang J, Huang X, Huang Z, Meng Y, Luo L, Wang X, Bian X, Zhang F, Wang K, Sun Q..  (2018)  Design and Synthesis of Novel Positive Allosteric Modulators of α7 Nicotinic Acetylcholine Receptors with the Ability To Rescue Auditory Gating Deficit in Mice.,  62  (1): [PMID:29587480] [10.1021/acs.jmedchem.7b01492]

Source

Source(1):

• Scientific Literature