(Z)-methyl 2-(5-((5-((1H-benzo[d]imidazol-2-yl)thio)furan-2-yl)methylene)-2,4-dioxothiazolidin-3-yl)acetate

ID: ALA4514011

PubChem CID: 1819747

Max Phase: Preclinical

Molecular Formula: C18H13N3O5S2

Molecular Weight: 415.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)CN1C(=O)S/C(=C\c2ccc(Sc3nc4ccccc4[nH]3)o2)C1=O

Standard InChI:  InChI=1S/C18H13N3O5S2/c1-25-14(22)9-21-16(23)13(27-18(21)24)8-10-6-7-15(26-10)28-17-19-11-4-2-3-5-12(11)20-17/h2-8H,9H2,1H3,(H,19,20)/b13-8-

Standard InChI Key:  ZBLJBQAVPVBMFN-JYRVWZFOSA-N

Molfile:  

 
     RDKit          2D

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    7.7563  -14.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0353  -15.1639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5380  -15.8028    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.5470  -15.8364    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8750  -17.4781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5478  -17.1810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4001  -14.6057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0409  -14.3397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0902  -15.9613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4955  -16.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6794  -16.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5466  -14.4918    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3291  -14.7524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2048  -16.4980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0159  -17.1034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8657  -15.9993    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2731  -15.8779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2621  -16.7682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3279  -15.5798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6792  -15.8621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0427  -15.9926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9345  -16.6291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7565  -15.5798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2770  -15.4214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8603  -15.1636    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.9196  -17.2638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0106  -16.3621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5312  -16.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8 13  1  0
  4  2  2  0
 22  6  1  0
 15 11  2  0
 24 16  1  0
  3 24  1  0
  1  8  2  0
 23  4  1  0
 17 22  2  0
 21 23  2  0
 12  1  1  0
  2 12  1  0
  2 25  1  0
 18  9  1  0
  1 23  1  0
 19 21  1  0
  9 17  1  0
 18 15  1  0
 24  7  2  0
 10 11  1  0
 25 17  1  0
 20 14  1  0
 16 10  1  0
 11  3  1  0
 13 19  2  0
  6 18  2  0
 10  5  2  0
 16 20  1  0
 14 26  2  0
 14 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514011

   methyl 2-[(5Z)-5-[[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetate

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: 415.45

Molecular Weight (Monoisotopic): 415.0297

AlogP: 3.52

#Rotatable Bonds: 5

Polar Surface Area: 105.50

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.81

CX Basic pKa: 3.71

CX LogP: 3.01

CX LogD: 3.00

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.50

Np Likeness Score: -2.00

References

1.  (2018)  Myc modulators and uses thereof, 

Source

Source(1):

• Patent Bioactivity Data