6-chloro-3-phenyl-2-(3,4,5-trimethoxybenzylthio)quinazolin-4(3H)-one

ID: ALA3965080

PubChem CID: 134150662

Max Phase: Preclinical

Molecular Formula: C24H21ClN2O4S

Molecular Weight: 468.96

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(CSc2nc3ccc(Cl)cc3c(=O)n2-c2ccccc2)cc(OC)c1OC

Standard InChI:  InChI=1S/C24H21ClN2O4S/c1-29-20-11-15(12-21(30-2)22(20)31-3)14-32-24-26-19-10-9-16(25)13-18(19)23(28)27(24)17-7-5-4-6-8-17/h4-13H,14H2,1-3H3

Standard InChI Key:  HBGKGQRTCGPEIO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
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   60.7345  -35.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   63.5940  -35.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   63.5892  -34.2082    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   62.8733  -33.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   64.3100  -35.4479    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   66.4523  -36.6725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   65.7365  -36.2665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   62.8689  -32.9760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   67.1748  -37.9105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   67.8871  -37.4942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   67.1637  -36.2547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   65.7472  -38.7420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   66.4630  -39.1521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   67.1576  -35.4297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   60.0210  -33.8064    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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  9 11  1  0
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 21 29  1  0
 29 30  1  0
 28 31  1  0
  1 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3965080

   ---

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: 468.96

Molecular Weight (Monoisotopic): 468.0911

AlogP: 5.36

#Rotatable Bonds: 7

Polar Surface Area: 62.58

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.78

CX LogD: 5.78

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.27

Np Likeness Score: -1.37

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