N-(4-bromophenyl)-2-(6,8-diiodo-4-oxo-3-(4-sulfamoylphenyl)-3,4-dihydroquinazolin-2-ylthio)acetamide

ID: ALA4876741

PubChem CID: 164628699

Max Phase: Preclinical

Molecular Formula: C22H15BrI2N4O4S2

Molecular Weight: 797.23

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NS(=O)(=O)c1ccc(-n2c(SCC(=O)Nc3ccc(Br)cc3)nc3c(I)cc(I)cc3c2=O)cc1

Standard InChI:  InChI=1S/C22H15BrI2N4O4S2/c23-12-1-3-14(4-2-12)27-19(30)11-34-22-28-20-17(9-13(24)10-18(20)25)21(31)29(22)15-5-7-16(8-6-15)35(26,32)33/h1-10H,11H2,(H,27,30)(H2,26,32,33)

Standard InChI Key:  NVYVLVHUULPRPV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   43.5588  -16.8969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.9715  -17.6068    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   44.3799  -16.8944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.2993  -19.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2981  -20.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0062  -20.4613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0044  -18.8240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   40.4219  -20.4658    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.1377  -20.0565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1389  -19.2313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.4243  -18.8154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5915  -18.8244    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   39.0059  -21.2785    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   40.4243  -17.9982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.8459  -18.8270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   41.8466  -18.0132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8443  -20.4671    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   44.6790  -18.0164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.5532  -20.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2597  -20.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9686  -20.0645    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.2574  -21.2883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.6751  -20.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.6681  -21.2893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.3738  -21.6998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.0836  -21.2932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.0833  -20.4717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.3770  -20.0649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.7907  -21.7028    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
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 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 29  1  0
 32 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4876741

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 797.23

Molecular Weight (Monoisotopic): 795.7808

AlogP: 4.74

#Rotatable Bonds: 6

Polar Surface Area: 124.15

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.12

CX Basic pKa: ┄

CX LogP: 5.86

CX LogD: 5.86

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.17

Np Likeness Score: -2.17

References

1. Soliman AM, Mekkawy MH, Karam HM, Higgins M, Dinkova-Kostova AT, Ghorab MM..  (2021)  Novel iodinated quinazolinones bearing sulfonamide as new scaffold targeting radiation induced oxidative stress.,  42  [PMID:33811990] [10.1016/j.bmcl.2021.128002]

Source

Source(1):

• Scientific Literature