4,5-dichloro-2-(4-chloro-2-(3-(3,4-dichlorophenyl)ureido)phenoxy)benzenesulfonate

ID: ALA4549336

PubChem CID: 155550401

Max Phase: Preclinical

Molecular Formula: C19H11Cl5N2O5S

Molecular Weight: 556.64

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(Cl)c(Cl)c1)Nc1cc(Cl)ccc1Oc1cc(Cl)c(Cl)cc1S(=O)(=O)O

Standard InChI:  InChI=1S/C19H11Cl5N2O5S/c20-9-1-4-16(31-17-7-13(23)14(24)8-18(17)32(28,29)30)15(5-9)26-19(27)25-10-2-3-11(21)12(22)6-10/h1-8H,(H2,25,26,27)(H,28,29,30)

Standard InChI Key:  JHTYLLPZYIYIOH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    9.8678  -22.2525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4594  -21.5398    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.0464  -22.2498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4658  -17.8353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4645  -18.6627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1795  -19.0757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8960  -18.6623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8931  -17.8316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1777  -17.4224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6112  -19.0736    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3250  -18.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0403  -19.0714    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3238  -17.8350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1752  -16.5974    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.7511  -17.4229    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.7542  -18.6578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4681  -19.0706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1815  -18.6575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1807  -17.8316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4604  -17.4204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7500  -17.8357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4562  -16.5953    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.4683  -19.8956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1829  -20.3081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1778  -21.1325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8915  -21.5449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6069  -21.1321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6041  -20.3027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8897  -19.8942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7487  -21.1279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3171  -19.8875    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.3222  -21.5435    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  7 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
  9 14  1  0
  4 15  1  0
 12 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 20 22  1  0
 17 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 25  2  1  0
  2 30  1  0
 28 31  1  0
 27 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4549336

   ---

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: 556.64

Molecular Weight (Monoisotopic): 553.8831

AlogP: 7.64

#Rotatable Bonds: 5

Polar Surface Area: 104.73

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: -2.92

CX Basic pKa: ┄

CX LogP: 4.53

CX LogD: 4.44

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.28

Np Likeness Score: -1.48

References

1. Bobrovs R, Jaudzems K, Jirgensons A..  (2019)  Exploiting Structural Dynamics To Design Open-Flap Inhibitors of Malarial Aspartic Proteases.,  62  (20): [PMID:31062983] [10.1021/acs.jmedchem.9b00184]

Source

Source(1):

• Scientific Literature