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

ID: ALA4868320

PubChem CID: 164620609

Max Phase: Preclinical

Molecular Formula: C21H15I2N5O4S2

Molecular Weight: 719.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NS(=O)(=O)c1ccc(-n2c(SCC(=O)Nc3ccncc3)nc3c(I)cc(I)cc3c2=O)cc1

Standard InChI:  InChI=1S/C21H15I2N5O4S2/c22-12-9-16-19(17(23)10-12)27-21(33-11-18(29)26-13-5-7-25-8-6-13)28(20(16)30)14-1-3-15(4-2-14)34(24,31)32/h1-10H,11H2,(H2,24,31,32)(H,25,26,29)

Standard InChI Key:  BYQTXOROXWBJLO-UHFFFAOYSA-N

Molfile:  

 
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   33.0220   -9.7898    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   27.3497  -11.4159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   30.8948  -12.6501    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   33.7295  -10.1994    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.6036  -12.2435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   33.0190  -12.2475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.3079  -13.4713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7256  -12.6581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7185  -13.4723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4243  -13.8828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1341  -13.4762    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.1338  -12.6548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4275  -12.2480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 32 33  1  0
 33 34  2  0
 34 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4868320

   ---

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: 719.32

Molecular Weight (Monoisotopic): 718.8655

AlogP: 3.37

#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: 10.12

CX Basic pKa: 5.65

CX LogP: 3.88

CX LogD: 3.87

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.18

Np Likeness Score: -2.22

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