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

ID: ALA3928151

PubChem CID: 134141634

Max Phase: Preclinical

Molecular Formula: C25H24N2O4S

Molecular Weight: 448.54

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C25H24N2O4S/c1-16-10-11-20-19(12-16)24(28)27(18-8-6-5-7-9-18)25(26-20)32-15-17-13-21(29-2)23(31-4)22(14-17)30-3/h5-14H,15H2,1-4H3

Standard InChI Key:  OXDZAQXWEQOVBD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   82.2865  -19.9249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   79.4189  -16.6343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   83.7248  -21.5688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   84.4371  -21.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   83.7137  -19.9130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   82.2972  -22.4004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   83.0130  -22.8104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   76.5710  -17.4648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3928151

   ---

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: 448.54

Molecular Weight (Monoisotopic): 448.1457

AlogP: 5.01

#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: 0.33

CX LogP: 5.69

CX LogD: 5.69

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.29

Np Likeness Score: -1.27

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