SID104223901

ID: ALA3184310

PubChem CID: 49853274

Max Phase: Preclinical

Molecular Formula: C22H15ClN2O4S

Molecular Weight: 438.89

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc(-n2cccc2/C=C2\SC(=O)N(Cc3ccc(Cl)cc3)C2=O)cc1

Standard InChI:  InChI=1S/C22H15ClN2O4S/c23-16-7-3-14(4-8-16)13-25-20(26)19(30-22(25)29)12-18-2-1-11-24(18)17-9-5-15(6-10-17)21(27)28/h1-12H,13H2,(H,27,28)/b19-12-

Standard InChI Key:  UAENRXJVZBWAOY-UNOMPAQXSA-N

Molfile:  

     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
    0.7705    3.3763    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.0867   -0.6789    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3470    0.5462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2253    0.2442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2223   -3.3620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2253   -1.9379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8100    0.6225    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4885   -2.6598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2692   -0.5923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0983    0.2116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4215    0.0728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9722   -1.9854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7183   -1.2032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3337   -2.6598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8959    1.4400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7596   -2.2461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9717   -3.3236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2308    1.9237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7572   -3.0714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7509   -3.3763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7504   -1.9528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9905   -2.6525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5836   -3.3716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5743   -1.9481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3165    2.7443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4765    1.5879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8127   -2.6525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6489    3.2290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1911    2.0728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1050    2.8934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 30  1  0
  2  9  1  0
  2 11  1  0
  3 10  2  0
  4 11  2  0
  5 27  2  0
  6 27  1  0
  7 10  1  0
  7 11  1  0
  7 15  1  0
  8 12  1  0
  8 14  1  0
  8 17  1  0
  9 10  1  0
  9 13  2  0
 12 13  1  0
 12 16  2  0
 14 20  2  0
 14 21  1  0
 15 18  1  0
 16 19  1  0
 17 19  2  0
 18 25  2  0
 18 26  1  0
 20 23  1  0
 21 24  2  0
 22 23  2  0
 22 24  1  0
 22 27  1  0
 25 28  1  0
 26 29  2  0
 28 30  2  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3184310

   4-[2-[(Z)-[3-[(4-chlorophenyl)methyl]-2,4-dioxo-1,3-thiazolidin-5-ylidene]methyl]pyrrol-1-yl]benzoic acid

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: 438.89

Molecular Weight (Monoisotopic): 438.0441

AlogP: 5.07

#Rotatable Bonds: 5

Polar Surface Area: 79.61

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.64

CX Basic pKa: ┄

CX LogP: 4.94

CX LogD: 2.25

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.56

Np Likeness Score: -1.72

References

1. PubChem BioAssay data set, 

2. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays