4-(1,3-dithian-2-ylidene)-1,7-di(furan-2-yl)hepta-1,6-diene-3,5-dione

ID: ALA383943

PubChem CID: 1269450

Max Phase: Preclinical

Molecular Formula: C19H16O4S2

Molecular Weight: 372.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccco1)C(C(=O)/C=C/c1ccco1)=C1SCCCS1

Standard InChI:  InChI=1S/C19H16O4S2/c20-16(8-6-14-4-1-10-22-14)18(19-24-12-3-13-25-19)17(21)9-7-15-5-2-11-23-15/h1-2,4-11H,3,12-13H2/b8-6+,9-7+

Standard InChI Key:  CDXRSHKKQZISJY-CDJQDVQCSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   -3.4623   -7.5953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1356   -8.0820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8789   -8.8703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0498   -8.8703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7925   -8.0815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0591   -7.7040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3653   -8.1504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6319   -7.7730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0618   -8.2193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7953   -7.8419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0221   -9.0434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5921   -6.9489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4890   -8.2882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2225   -7.9108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8351   -7.0178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9162   -8.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9576   -9.1802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7561   -9.3908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2021   -8.6954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6776   -8.0573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7095   -9.4213    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7510  -10.2416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0594  -10.6918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6759  -10.3156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7195   -9.4891    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0
 10 13  1  0
 13 14  2  0
  6  7  2  0
 10 15  2  0
  1  2  1  0
 14 16  1  0
 17 18  1  0
  7  8  1  0
  3  4  1  0
  8  9  1  0
  4  5  2  0
 16 17  1  0
 18 19  2  0
 19 20  1  0
 20 16  2  0
 11 21  1  0
  9 10  1  0
  5  1  1  0
  9 11  2  0
  2  3  2  0
  8 12  2  0
 11 25  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA383943

   (1E,6E)-4-(1,3-dithian-2-ylidene)-1,7-bis(furan-2-yl)hepta-1,6-diene-3,5-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: 372.47

Molecular Weight (Monoisotopic): 372.0490

AlogP: 4.82

#Rotatable Bonds: 6

Polar Surface Area: 60.42

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.79

CX LogD: 4.79

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.41

Np Likeness Score: -0.50

References

1. Schepetkin IA, Khlebnikov AI, Kirpotina LN, Quinn MT..  (2006)  Novel small-molecule inhibitors of anthrax lethal factor identified by high-throughput screening.,  49  (17): [PMID:16913712] [10.1021/jm0605132]

Source

Source(1):

• Scientific Literature