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

ID: ALA5219842

Chembl Id: CHEMBL5219842

PubChem CID: 168298712

Max Phase: Preclinical

Molecular Formula: C26H21ClN2O4S

Molecular Weight: 492.98

Names and Identifiers

Canonical SMILES:  Cc1cc(-c2ccc(OCc3ccc(Cl)cc3)c(C=C3C(=O)NC(=S)NC3=O)c2)cc(C)c1O

Standard InChI:  InChI=1S/C26H21ClN2O4S/c1-14-9-18(10-15(2)23(14)30)17-5-8-22(33-13-16-3-6-20(27)7-4-16)19(11-17)12-21-24(31)28-26(34)29-25(21)32/h3-12,30H,13H2,1-2H3,(H2,28,29,31,32,34)

Standard InChI Key:  WTUZQXBYFOXBBX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5219842

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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: 492.98

Molecular Weight (Monoisotopic): 492.0911

AlogP: 4.82

#Rotatable Bonds: 5

Polar Surface Area: 87.66

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.44

CX Basic pKa: ┄

CX LogP: 6.21

CX LogD: 5.94

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.27

Np Likeness Score: -0.76

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