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

ID: ALA4865661

PubChem CID: 164621383

Max Phase: Preclinical

Molecular Formula: C22H15ClI2N4O4S2

Molecular Weight: 752.78

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C22H15ClI2N4O4S2/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:  FLERGQAHNHUKEC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   19.7901  -16.7359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2028  -17.4458    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.6112  -16.7334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5306  -19.0719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5294  -19.8914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.3702  -19.0703    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   13.8227  -18.6635    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
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   18.0756  -20.3061    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.9103  -17.8554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7844  -19.8995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4910  -20.3101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1999  -19.9035    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4887  -21.1273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9064  -20.3141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8994  -21.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   22.3149  -21.1322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3146  -20.3108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6083  -19.9040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0220  -21.5418    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
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 32 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4865661

   ---

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: 752.78

Molecular Weight (Monoisotopic): 751.8313

AlogP: 4.63

#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: 5.70

CX LogD: 5.70

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.17

Np Likeness Score: -2.24

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