(E)-5-(5-bromo-2-hydroxy-3-iodobenzylidene)-1-(3,4-dimethylphenyl)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione

ID: ALA4560898

PubChem CID: 5289800

Max Phase: Preclinical

Molecular Formula: C19H14BrIN2O3S

Molecular Weight: 557.21

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(N2C(=O)/C(=C/c3cc(Br)cc(I)c3O)C(=O)NC2=S)cc1C

Standard InChI:  InChI=1S/C19H14BrIN2O3S/c1-9-3-4-13(5-10(9)2)23-18(26)14(17(25)22-19(23)27)7-11-6-12(20)8-15(21)16(11)24/h3-8,24H,1-2H3,(H,22,25,27)/b14-7+

Standard InChI Key:  MLADWLCXBCSSBJ-VGOFMYFVSA-N

Molfile:  

 
     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   42.5760  -10.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5760  -11.5836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2881  -11.9920    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.0001  -11.5836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0001  -10.7586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.2881  -10.3419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2881   -9.5169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.8621  -11.9971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.7140  -11.9971    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   41.8603  -10.3482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2881  -12.8170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5715  -13.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5712  -14.0522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2861  -14.4657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0030  -14.0487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9998  -13.2258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2873  -15.2906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8565  -14.4645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8579   -9.5232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5710   -9.1102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5689   -8.2860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8526   -7.8747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1370   -8.2938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1426   -9.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4309   -9.5341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.4199   -7.8859    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   43.2824   -7.8717    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  2  8  2  0
  4  9  2  0
  1 10  2  0
  3 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 14 17  1  0
 13 18  1  0
 10 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 24 25  1  0
 23 26  1  0
 21 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4560898

   (5E)-5-[(5-bromo-2-hydroxy-3-iodophenyl)methylidene]-1-(3,4-dimethylphenyl)-2-sulfanylidene-1,3-diazinane-4,6-dione

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: 557.21

Molecular Weight (Monoisotopic): 555.8953

AlogP: 4.21

#Rotatable Bonds: 2

Polar Surface Area: 69.64

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.05

CX Basic pKa: ┄

CX LogP: 5.98

CX LogD: 5.38

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.25

Np Likeness Score: -1.54

References

1.  (2012)  Entpd5 inhibitors, 

Source

Source(1):

• Patent Bioactivity Data