5-((4-(benzyloxy)-3',5'-dichloro-4'-hydroxy-[1,1'-biphenyl]-3-yl)methylene)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione

ID: ALA5220330

Chembl Id: CHEMBL5220330

PubChem CID: 168299717

Max Phase: Preclinical

Molecular Formula: C24H16Cl2N2O4S

Molecular Weight: 499.38

Names and Identifiers

Canonical SMILES:  O=C1NC(=S)NC(=O)C1=Cc1cc(-c2cc(Cl)c(O)c(Cl)c2)ccc1OCc1ccccc1

Standard InChI:  InChI=1S/C24H16Cl2N2O4S/c25-18-10-15(11-19(26)21(18)29)14-6-7-20(32-12-13-4-2-1-3-5-13)16(8-14)9-17-22(30)27-24(33)28-23(17)31/h1-11,29H,12H2,(H2,27,28,30,31,33)

Standard InChI Key:  IELWXSVQTPMCEM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5220330

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 499.38

Molecular Weight (Monoisotopic): 498.0208

AlogP: 4.86

#Rotatable Bonds: 5

Polar Surface Area: 87.66

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.41

CX Basic pKa: ┄

CX LogP: 5.79

CX LogD: 4.55

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.27

Np Likeness Score: -0.73

References

1. Cheng S, Wang Q, Chen X, Chen J, Wang B, Chen D, Shen D, Tian J, Ye F, Lu Y, Huang H, Lu Y, Zhang D..  (2022)  Discovery of biphenyls bearing thiobarbiturate fragment by structure-based strategy as Mycobacterium tuberculosis protein tyrosine phosphatase B inhibitors.,  73  [PMID:36150342] [10.1016/j.bmc.2022.117006]

Source

Source(1):

• Scientific Literature