N-(5-chloropyridin-2-yl)-2-(6,8-diiodo-4-oxo-3-(4-sulfamoylphenyl)-3,4-dihydroquinazolin-2-ylthio)acetamide

ID: ALA4872280

PubChem CID: 164619042

Max Phase: Preclinical

Molecular Formula: C21H14ClI2N5O4S2

Molecular Weight: 753.77

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NS(=O)(=O)c1ccc(-n2c(SCC(=O)Nc3ccc(Cl)cn3)nc3c(I)cc(I)cc3c2=O)cc1

Standard InChI:  InChI=1S/C21H14ClI2N5O4S2/c22-11-1-6-17(26-9-11)27-18(30)10-34-21-28-19-15(7-12(23)8-16(19)24)20(31)29(21)13-2-4-14(5-3-13)35(25,32)33/h1-9H,10H2,(H2,25,32,33)(H,26,27,30)

Standard InChI Key:  GIBYSRKPBUAFOT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    8.1389  -17.4788    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.5473  -16.7664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4667  -19.1049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4655  -19.9244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.3063  -19.1034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5917  -18.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7589  -18.6965    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    3.1733  -21.1506    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
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    6.0117  -20.3391    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.8464  -17.8884    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7206  -19.9325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4271  -20.3431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1360  -19.9365    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4248  -21.1603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8425  -20.3471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8355  -21.1614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5412  -21.5719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2510  -21.1652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2507  -20.3438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5444  -19.9370    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9581  -21.5749    0.0000 Cl  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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  2 24  1  0
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 29 30  2  0
 30 31  1  0
 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:

   

   ALA4872280

   ---

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: 753.77

Molecular Weight (Monoisotopic): 752.8265

AlogP: 4.02

#Rotatable Bonds: 6

Polar Surface Area: 137.04

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.11

CX Basic pKa: 2.10

CX LogP: 5.07

CX LogD: 5.07

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.17

Np Likeness Score: -2.39

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