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

ID: ALA3946592

PubChem CID: 134147155

Max Phase: Preclinical

Molecular Formula: C25H23ClN2O5S

Molecular Weight: 498.99

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1-n1c(SCc2cc(OC)c(OC)c(OC)c2)nc2ccc(Cl)cc2c1=O

Standard InChI:  InChI=1S/C25H23ClN2O5S/c1-30-20-8-6-5-7-19(20)28-24(29)17-13-16(26)9-10-18(17)27-25(28)34-14-15-11-21(31-2)23(33-4)22(12-15)32-3/h5-13H,14H2,1-4H3

Standard InChI Key:  DUJBUCBNOHHZLF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   79.3053  -35.4003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   80.0201  -35.8132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   80.0183  -34.1602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   82.1600  -34.5624    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   82.8690  -34.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   85.0291  -37.8559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   85.0232  -37.0266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   84.3074  -36.6207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   81.4398  -33.3302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   85.7457  -38.2646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   86.4580  -37.8484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   85.7346  -36.6088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   84.3180  -39.0962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   85.0339  -39.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   85.7285  -35.7839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   78.5919  -34.1606    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   82.1445  -32.9195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   82.1372  -32.0945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 10 25  2  0
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 21 29  1  0
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 28 31  1  0
  1 32  1  0
 16 33  1  0
 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3946592

   ---

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: 498.99

Molecular Weight (Monoisotopic): 498.1016

AlogP: 5.37

#Rotatable Bonds: 8

Polar Surface Area: 71.81

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.62

CX LogD: 5.62

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.24

Np Likeness Score: -1.29

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