N-(2-butyl-4-oxo-1,3-diazaspiro[4.4]non-1-en-3-yl)-2-[4-[(2,4-dioxothiazolidin-5-ylidene)methyl]phenoxy]acetamide

ID: ALA4752682

PubChem CID: 162653294

Max Phase: Preclinical

Molecular Formula: C23H26N4O5S

Molecular Weight: 470.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCC1=NC2(CCCC2)C(=O)N1NC(=O)COc1ccc(/C=C2\SC(=O)NC2=O)cc1

Standard InChI:  InChI=1S/C23H26N4O5S/c1-2-3-6-18-25-23(11-4-5-12-23)21(30)27(18)26-19(28)14-32-16-9-7-15(8-10-16)13-17-20(29)24-22(31)33-17/h7-10,13H,2-6,11-12,14H2,1H3,(H,26,28)(H,24,29,31)/b17-13-

Standard InChI Key:  JMAKDONLTQBGAW-LGMDPLHJSA-N

Molfile:  

 
     RDKit          2D

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    5.2230  -11.5481    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5132  -11.9530    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7702  -11.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2203  -12.2228    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4254  -12.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0298  -13.3167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4624   -9.5698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1670   -9.1559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1 28  1  0
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 26 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4752682

   ---

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: 470.55

Molecular Weight (Monoisotopic): 470.1624

AlogP: 3.16

#Rotatable Bonds: 8

Polar Surface Area: 117.17

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.20

CX Basic pKa: 2.65

CX LogP: 2.87

CX LogD: 1.72

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.56

Np Likeness Score: -0.96

References

1. Joshi H,Patil V,Tilekar K,Upadhyay N,Gota V,Ramaa CS.  (2020)  Benzylidene thiazolidinediones: Synthesis, in vitro investigations of antiproliferative mechanisms and in vivo efficacy determination in combination with Imatinib.,  30  (23.0): [PMID:32961322] [10.1016/j.bmcl.2020.127561]

Source

Source(1):

• Scientific Literature