6-chloro-2-(4-methoxybenzylthio)-3-phenylquinazolin-4(3H)-one

ID: ALA3936506

PubChem CID: 134148589

Max Phase: Preclinical

Molecular Formula: C22H17ClN2O2S

Molecular Weight: 408.91

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CSc2nc3ccc(Cl)cc3c(=O)n2-c2ccccc2)cc1

Standard InChI:  InChI=1S/C22H17ClN2O2S/c1-27-18-10-7-15(8-11-18)14-28-22-24-20-12-9-16(23)13-19(20)21(26)25(22)17-5-3-2-4-6-17/h2-13H,14H2,1H3

Standard InChI Key:  AOLGPOAESPWHMJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   64.8237   -8.5107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   65.5385   -8.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   65.5367   -7.2706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   66.2521   -7.6797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   66.2529   -8.5065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   66.9682   -8.9175    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   67.6832   -8.5028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   67.6784   -7.6728    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   66.9626   -7.2656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   68.3874   -7.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   69.1047   -7.6675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   69.8161   -7.2514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   69.8115   -6.4255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   69.0895   -6.0176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   68.3810   -6.4361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   68.3993   -8.9125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   68.4025   -9.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   69.1186  -10.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   69.1184  -10.9720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   69.8336  -11.3816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   70.5475  -10.9663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   70.5416  -10.1370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   69.8258   -9.7311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   66.9582   -6.4406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   71.2641  -11.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   71.9764  -10.9588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   64.1103   -7.2710    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
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  7  8  2  0
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 13 14  2  0
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  9 11  1  0
  8 17  1  0
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 18 19  1  0
 19 20  2  0
 20 21  1  0
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 22 23  1  0
 23 24  2  0
 24 19  1  0
 10 25  2  0
 22 26  1  0
 26 27  1  0
  1 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3936506

   ---

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: 408.91

Molecular Weight (Monoisotopic): 408.0699

AlogP: 5.34

#Rotatable Bonds: 5

Polar Surface Area: 44.12

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.10

CX LogD: 6.10

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.33

Np Likeness Score: -1.75

References

1. El-Messery SM, Hassan GS, Nagi MN, Habib EE, Al-Rashood ST, El-Subbagh HI..  (2016)  Synthesis, biological evaluation and molecular modeling study of some new methoxylated 2-benzylthio-quinazoline-4(3H)-ones as nonclassical antifolates.,  26  (19): [PMID:27554444] [10.1016/j.bmcl.2016.08.022]

Source

Source(1):

• Scientific Literature