cis-5-(2,4-dihydroxybenzylidene)-2-thioxoimidazolidin-4-one

ID: ALA378575

PubChem CID: 7028541

Max Phase: Preclinical

Molecular Formula: C10H8N2O3S

Molecular Weight: 236.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1NC(=S)N/C1=C\c1ccc(O)cc1O

Standard InChI:  InChI=1S/C10H8N2O3S/c13-6-2-1-5(8(14)4-6)3-7-9(15)12-10(16)11-7/h1-4,13-14H,(H2,11,12,15,16)/b7-3-

Standard InChI Key:  WMQMSHMVCOAVEN-CLTKARDFSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   -4.1154  -13.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3615  -14.1953    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8095  -13.5785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2287  -12.8648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0354  -13.0413    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9847  -13.5608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5592  -14.2669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8293  -14.2731    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8953  -12.1087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9579  -14.9863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5330  -15.6918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7073  -15.6747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3084  -14.9461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7396  -14.2435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2767  -16.3802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7828  -15.0010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  2  0
  3  4  1  0
  4  9  2  0
  4  5  1  0
  7 10  2  0
  5  1  1  0
 10 11  1  0
 11 12  2  0
  3  6  2  0
 12 13  1  0
  2  3  1  0
 13 14  2  0
 14  7  1  0
  6  7  1  0
 12 15  1  0
  1  2  1  0
 10 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA378575

   (5Z)-5-[(2,4-dihydroxyphenyl)methylidene]-2-sulfanylideneimidazolidin-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: 236.25

Molecular Weight (Monoisotopic): 236.0256

AlogP: 0.44

#Rotatable Bonds: 1

Polar Surface Area: 81.59

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.82

CX Basic pKa: ┄

CX LogP: 0.96

CX LogD: 0.82

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.42

Np Likeness Score: -0.12

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