1-(4-chlorophenyl)-5-((3-hydroxyphenylamino)methylene)pyrimidine-2,4,6(1H,3H,5H)-trione

ID: ALA1668300

PubChem CID: 2840727

Max Phase: Preclinical

Molecular Formula: C17H12ClN3O4

Molecular Weight: 357.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1NC(=O)N(c2ccc(Cl)cc2)C(=O)/C1=C/Nc1cccc(O)c1

Standard InChI:  InChI=1S/C17H12ClN3O4/c18-10-4-6-12(7-5-10)21-16(24)14(15(23)20-17(21)25)9-19-11-2-1-3-13(22)8-11/h1-9,19,22H,(H,20,23,25)/b14-9+

Standard InChI Key:  PSYSCVNDSMOHOI-NTEUORMPSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   21.9156  -21.2799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6314  -21.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3459  -21.2776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0561  -21.6928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7684  -21.2823    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7713  -20.4562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0558  -20.0422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3371  -20.4544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6204  -20.0442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.0535  -22.5185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4874  -20.0448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4805  -21.6951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4773  -22.5219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1906  -22.9363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9077  -22.5249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9069  -21.6949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1929  -21.2843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6225  -22.9384    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   21.2011  -21.6939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4896  -21.2786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7756  -21.6920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7764  -22.5185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4972  -22.9302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2082  -22.5145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0599  -21.2798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  2  0
  4  5  1  0
 13 14  1  0
  5  6  1  0
 14 15  2  0
  6  7  1  0
 15 16  1  0
  7  8  1  0
 16 17  2  0
 17 12  1  0
  5 12  1  0
 15 18  1  0
  8  9  2  0
  1 19  1  0
  2  3  2  0
 19 20  2  0
  4 10  2  0
 20 21  1  0
  3  4  1  0
 21 22  2  0
  6 11  2  0
 22 23  1  0
  1  2  1  0
 23 24  2  0
 24 19  1  0
  3  8  1  0
 21 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1668300

   1-(4-chlorophenyl)-5-((3-hydroxyphenylamino)methylene)pyrimidine-2,4,6(1H,3H,5H)-trione

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: 357.75

Molecular Weight (Monoisotopic): 357.0516

AlogP: 2.62

#Rotatable Bonds: 3

Polar Surface Area: 98.74

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.68

CX Basic pKa: ┄

CX LogP: 2.21

CX LogD: 1.44

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.58

Np Likeness Score: -1.46

References

1. Chu Y, Chen X, Yang Y, Tang Y..  (2011)  Identification of small molecular inhibitors for Ero1p by structure-based virtual screening.,  21  (4): [PMID:21269829] [10.1016/j.bmcl.2010.12.129]

Source

Source(1):

• Scientific Literature