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

ID: ALA3959539

PubChem CID: 134155256

Max Phase: Preclinical

Molecular Formula: C23H19ClN2O3S

Molecular Weight: 438.94

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H19ClN2O3S/c1-28-18-8-3-15(4-9-18)14-30-23-25-21-12-5-16(24)13-20(21)22(27)26(23)17-6-10-19(29-2)11-7-17/h3-13H,14H2,1-2H3

Standard InChI Key:  JZLUZLWSUWXFPL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   66.3297   -5.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   69.9026   -7.2060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   67.0350   -3.9154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   71.3409   -8.8499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   72.0532   -8.4337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   64.1871   -4.7458    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   70.5998   -3.4826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   71.3173   -3.8898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 22 23  1  0
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  1 28  1  0
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M  END

Alternative Forms

1. Parent:

   

   ALA3959539

   ---

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: 438.94

Molecular Weight (Monoisotopic): 438.0805

AlogP: 5.35

#Rotatable Bonds: 6

Polar Surface Area: 53.35

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.94

CX LogD: 5.94

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.30

Np Likeness Score: -1.59

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