5-((3-(benzo[d]thiazol-2-yl)phenylamino)methylene)-2,2-dimethyl-1,3-dioxane-4,6-dione

ID: ALA1078340

PubChem CID: 46882631

Max Phase: Preclinical

Molecular Formula: C20H16N2O4S

Molecular Weight: 380.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)OC(=O)C(=CNc2cccc(-c3nc4ccccc4s3)c2)C(=O)O1

Standard InChI:  InChI=1S/C20H16N2O4S/c1-20(2)25-18(23)14(19(24)26-20)11-21-13-7-5-6-12(10-13)17-22-15-8-3-4-9-16(15)27-17/h3-11,21H,1-2H3

Standard InChI Key:  UZIRVOZNNDDYEZ-UHFFFAOYSA-N

Molfile:  

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    5.6727  -26.4708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2752  -27.0356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9980  -26.6376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7039  -27.0643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6869  -27.8889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9641  -28.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2582  -27.8602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2612  -20.7161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8486  -20.0019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0235  -20.0019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.0235  -21.4304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8486  -21.4304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7858  -20.7161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.0235  -22.8588    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6109  -23.5731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0235  -24.2873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6109  -25.0062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7858  -25.0062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3732  -24.2873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7858  -23.5731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4314  -19.2852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5591  -19.5832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  2  0
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M  END

Alternative Forms

1. Parent:

   

   ALA1078340

   5-[[3-(1,3-Benzothiazol-2-yl)anilino]methylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione

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: 380.43

Molecular Weight (Monoisotopic): 380.0831

AlogP: 4.10

#Rotatable Bonds: 3

Polar Surface Area: 77.52

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.35

CX Basic pKa: 2.02

CX LogP: 4.30

CX LogD: 4.30

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.42

Np Likeness Score: -1.55

References

1. Darque A, Dumètre A, Hutter S, Casano G, Robin M, Pannecouque C, Azas N..  (2009)  Synthesis and biological evaluation of new heterocyclic quinolinones as anti-parasite and anti-HIV drug candidates.,  19  (20): [PMID:19748781] [10.1016/j.bmcl.2009.08.013]

Source

Source(1):

• Scientific Literature