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

ID: ALA3948250

PubChem CID: 134148036

Max Phase: Preclinical

Molecular Formula: C23H19ClN2O2S

Molecular Weight: 422.94

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CSc2nc3ccc(Cl)cc3c(=O)n2Cc2ccccc2)cc1

Standard InChI:  InChI=1S/C23H19ClN2O2S/c1-28-19-10-7-17(8-11-19)15-29-23-25-21-12-9-18(24)13-20(21)22(27)26(23)14-16-5-3-2-4-6-16/h2-13H,14-15H2,1H3

Standard InChI Key:  QKDZMMBZJVDISX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   69.1177  -48.0083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   69.1159  -46.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   69.8313  -46.7644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   69.8320  -47.5913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   70.5473  -48.0022    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   71.2624  -47.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   71.2576  -46.7575    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   70.5417  -46.3503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   71.9665  -46.3424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   71.9602  -45.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   71.9784  -47.9972    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   71.9816  -48.8222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   72.6977  -49.2319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   72.6975  -50.0567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   73.4128  -50.4663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   74.1266  -50.0510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   73.4049  -48.8159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   70.5373  -45.5253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   74.8432  -50.4598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   75.5555  -50.0436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   72.6688  -45.1082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   72.6628  -44.2874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   71.9476  -43.8812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   71.2369  -44.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   71.2464  -45.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   67.6894  -46.3558    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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 18 22  1  0
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 12 24  2  0
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 26 27  1  0
 27 28  2  0
 28 12  1  0
  1 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3948250

   ---

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: 422.94

Molecular Weight (Monoisotopic): 422.0856

AlogP: 5.40

#Rotatable Bonds: 6

Polar Surface Area: 44.12

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.51

CX LogP: 6.16

CX LogD: 6.16

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.31

Np Likeness Score: -1.72

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