1-(3-chlorophenyl)-5-[[1-(4-chlorophenyl)pyrrol-2-yl]methylene]-2-thioxo-hexahydropyrimidine-4,6-dione

ID: ALA4578339

PubChem CID: 2172298

Max Phase: Preclinical

Molecular Formula: C21H13Cl2N3O2S

Molecular Weight: 442.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1NC(=S)N(c2cccc(Cl)c2)C(=O)/C1=C/c1cccn1-c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C21H13Cl2N3O2S/c22-13-6-8-15(9-7-13)25-10-2-5-16(25)12-18-19(27)24-21(29)26(20(18)28)17-4-1-3-14(23)11-17/h1-12H,(H,24,27,29)/b18-12+

Standard InChI Key:  DXNVVUNVNKTWDM-LDADJPATSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   15.3748  -12.9205    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0903  -12.5044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8057  -12.9205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8057  -13.7444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0903  -14.1562    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3748  -13.7444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6635  -14.1562    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.5170  -14.1562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5170  -12.5044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2325  -12.9205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9644  -12.4984    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5973  -13.0825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2579  -13.8312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4153  -13.7374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9644  -11.6704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2490  -11.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2501  -10.4378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9659  -10.0257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6775  -10.4328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6801  -11.2601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9659   -9.2018    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   16.0903  -11.6805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6635  -12.5044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9478  -12.9202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2359  -12.5049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2359  -11.6807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9451  -11.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6635  -11.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5246  -12.9210    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  0
  4  3  1  0
  5  4  1  0
  6  5  1  0
  1  6  1  0
  6  7  2  0
  4  8  2  0
  3  9  2  0
  9 10  1  0
 11 10  1  0
 11 12  1  0
 12 13  2  0
 14 13  1  0
 10 14  2  0
 15 11  1  0
 16 15  2  0
 17 16  1  0
 18 17  2  0
 19 18  1  0
 20 19  2  0
 15 20  1  0
 18 21  1  0
  2 22  2  0
 23  1  1  0
 24 23  2  0
 25 24  1  0
 26 25  2  0
 27 26  1  0
 28 27  2  0
 23 28  1  0
 25 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4578339

   1-(3-Chlorophenyl)-5-{(E)-1-[1-(4-chlorophenyl)-1H-pyrrol-2-YL]methylidene}-2-thioxodihydro-4,6(1H,5H)-pyrimidinedione

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: 442.33

Molecular Weight (Monoisotopic): 441.0106

AlogP: 4.62

#Rotatable Bonds: 3

Polar Surface Area: 54.34

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.21

CX Basic pKa: ┄

CX LogP: 5.64

CX LogD: 5.24

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.37

Np Likeness Score: -1.93

References

1.  (2017)  Arf6 inhibitors and methods of synthesis and use thereof, 

Source

Source(1):

• Patent Bioactivity Data