2-((5-(7-bromo-3-methyl-1-oxo-1,2-dihydronaphthalen-2-yl)-4H-1,2,4-triazol-3-yl)thio)-N-(3-chloro-2-(o-tolyl)cyclobutyl)acetamide

ID: ALA5286984

Max Phase: Preclinical

Molecular Formula: C26H24BrClN4O2S

Molecular Weight: 571.93

Names and Identifiers

Canonical SMILES:  CC1=Cc2ccc(Br)cc2C(=O)C1c1nnc(SCC(=O)NC2CC(Cl)C2c2ccccc2C)[nH]1

Standard InChI:  InChI=1S/C26H24BrClN4O2S/c1-13-5-3-4-6-17(13)23-19(28)11-20(23)29-21(33)12-35-26-30-25(31-32-26)22-14(2)9-15-7-8-16(27)10-18(15)24(22)34/h3-10,19-20,22-23H,11-12H2,1-2H3,(H,29,33)(H,30,31,32)

Standard InChI Key:  SWMQBXVGFCWDHY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -4.0292   -1.5623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3173   -1.9742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.6027   -0.7364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.0872   -0.7413    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2804   -0.5699    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1949   -0.5695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6097    0.1549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0162   -0.4384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4349    0.1549    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.0260    1.5637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3116    1.9765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3123    2.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0271    3.2120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7391    2.8027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7438    1.9781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6075   -1.2841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1734   -3.2120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4585   -1.5619    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    5.4585    1.5654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 26 22  1  0
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 30 29  1  0
 31 30  2  0
 26 31  1  0
 19 32  2  0
  8 33  1  0
  1 34  1  0
 31 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5286984

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 571.93

Molecular Weight (Monoisotopic): 570.0492

AlogP: 5.63

#Rotatable Bonds: 6

Polar Surface Area: 87.74

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.04

CX Basic pKa: 1.42

CX LogP: 4.74

CX LogD: 4.34

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.30

Np Likeness Score: -0.67

References

1. Plescia F, Maggio B, Daidone G, Raffa D..  (2021)  4-(3H)-quinazolinones N-3 substituted with a five membered heterocycle: A promising scaffold towards bioactive molecules.,  213  [PMID:33309162] [10.1016/j.ejmech.2020.113070]

Source

Source(1):

• Scientific Literature