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

ID: ALA3937758

PubChem CID: 134149189

Max Phase: Preclinical

Molecular Formula: C24H20Cl2N2O4S

Molecular Weight: 503.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(CSc2nc3ccc(Cl)cc3c(=O)n2-c2ccc(Cl)cc2)cc(OC)c1OC

Standard InChI:  InChI=1S/C24H20Cl2N2O4S/c1-30-20-10-14(11-21(31-2)22(20)32-3)13-33-24-27-19-9-6-16(26)12-18(19)23(29)28(24)17-7-4-15(25)5-8-17/h4-12H,13H2,1-3H3

Standard InChI Key:  RSVJHLBPFHPVPA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   72.9433  -42.5540    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   75.0907  -44.6124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   72.2231  -41.3218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   76.5290  -46.2563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   77.2413  -45.8401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   76.5179  -44.6005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   75.1013  -47.0879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   76.5118  -43.7755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   69.3752  -42.1523    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   75.7878  -40.8890    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 28 31  1  0
  1 32  1  0
 14 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3937758

   ---

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: 503.41

Molecular Weight (Monoisotopic): 502.0521

AlogP: 6.01

#Rotatable Bonds: 7

Polar Surface Area: 62.58

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.38

CX LogD: 6.38

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.23

Np Likeness Score: -1.33

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