5-(4-{3-Dimethylaminopropoxy}benzylidene)-3-ethyl-2-thioxothiazolidin-4-one

ID: ALA2062743

PubChem CID: 70684332

Max Phase: Preclinical

Molecular Formula: C17H22N2O2S2

Molecular Weight: 350.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN1C(=O)/C(=C/c2ccc(OCCCN(C)C)cc2)SC1=S

Standard InChI:  InChI=1S/C17H22N2O2S2/c1-4-19-16(20)15(23-17(19)22)12-13-6-8-14(9-7-13)21-11-5-10-18(2)3/h6-9,12H,4-5,10-11H2,1-3H3/b15-12-

Standard InChI Key:  IJWHNRNMKOWVPY-QINSGFPZSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   11.0253  -28.7008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6166  -27.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7916  -27.9797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3135  -27.3073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5279  -27.5578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5231  -28.3831    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.3064  -28.6421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5577  -29.4279    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.5745  -26.5247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8095  -27.1523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0991  -27.5718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3815  -27.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6716  -27.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6792  -28.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4027  -28.8149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1097  -28.3937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9694  -28.8301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2504  -28.4255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5405  -28.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8215  -28.4415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1117  -28.8619    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3927  -28.4574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1209  -29.6869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
 11 12  2  0
  5  6  1  0
 12 13  1  0
  6  7  1  0
 13 14  2  0
  7  3  1  0
 14 15  1  0
  1  2  1  0
 15 16  2  0
 16 11  1  0
  7  8  2  0
 14 17  1  0
 17 18  1  0
  4  9  2  0
 18 19  1  0
  2  3  1  0
 19 20  1  0
  5 10  2  0
 20 21  1  0
  3  4  1  0
 21 22  1  0
 10 11  1  0
 21 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2062743

   (5Z)-5-[[4-[3-(dimethylamino)propoxy]phenyl]methylidene]-3-ethyl-2-sulfanylidene-1,3-thiazolidin-4-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 350.51

Molecular Weight (Monoisotopic): 350.1123

AlogP: 3.24

#Rotatable Bonds: 7

Polar Surface Area: 32.78

Molecular Species: BASE

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.26

CX LogP: 3.24

CX LogD: 1.39

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.43

Np Likeness Score: -1.78

References

1. Robertson MJ, Hadzic G, Ambrus J, Pomè DY, Hyde E, Whiting A, Mariana A, von Kleist L, Chau N, Haucke V, Robinson PJ, McCluskey A..  (2012)  The Rhodadyns, a New Class of Small Molecule Inhibitors of Dynamin GTPase Activity.,  3  (5): [PMID:24900478] [10.1021/ml200284s]

Source

Source(1):

• Scientific Literature