6-chloro-3-(4-chlorophenyl)-2-(4-methoxybenzylthio)quinazolin-4(3H)-one

ID: ALA3954127

PubChem CID: 134145202

Max Phase: Preclinical

Molecular Formula: C22H16Cl2N2O2S

Molecular Weight: 443.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CSc2nc3ccc(Cl)cc3c(=O)n2-c2ccc(Cl)cc2)cc1

Standard InChI:  InChI=1S/C22H16Cl2N2O2S/c1-28-18-9-2-14(3-10-18)13-29-22-25-20-11-6-16(24)12-19(20)21(27)26(22)17-7-4-15(23)5-8-17/h2-12H,13H2,1H3

Standard InChI Key:  RMIYTBNYUMCRDH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   66.6446  -16.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   67.3594  -16.4986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   67.3576  -14.8456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   68.0730  -15.2547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   68.0737  -16.0815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   68.7890  -16.4925    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   69.5041  -16.0778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   69.4993  -15.2478    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   71.6324  -14.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   70.9104  -13.5926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   70.2019  -14.0111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   70.2201  -16.4875    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   70.9394  -17.7222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   71.6545  -18.9566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   72.3683  -18.5413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   72.3624  -17.7120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   71.6466  -17.3061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   68.7790  -14.0156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   73.0849  -18.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   73.7972  -18.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   65.9311  -14.8460    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   72.3438  -13.5827    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 22 26  1  0
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  1 28  1  0
 14 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3954127

   ---

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: 443.36

Molecular Weight (Monoisotopic): 442.0310

AlogP: 5.99

#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: 6.70

CX LogD: 6.70

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.28

Np Likeness Score: -1.69

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