ID: ALA335265

Max Phase: Preclinical

Molecular Formula: C15H14BrNO3S2

Molecular Weight: 400.32

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)C(C(=O)O)N1C(=O)/C(=C/c2ccc(Br)cc2)SC1=S

Standard InChI:  InChI=1S/C15H14BrNO3S2/c1-8(2)12(14(19)20)17-13(18)11(22-15(17)21)7-9-3-5-10(16)6-4-9/h3-8,12H,1-2H3,(H,19,20)/b11-7-

Standard InChI Key:  COHIEJLWRGREHV-XFFZJAGNSA-N

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

Properties

Molecular Weight: 400.32

Molecular Weight (Monoisotopic): 398.9598

AlogP: 3.76

#Rotatable Bonds: 4

Polar Surface Area: 57.61

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.74

CX Basic pKa:

CX LogP: 4.67

CX LogD: 1.38

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.62

Np Likeness Score: -1.29

References

1. Enyedy IJ, Ling Y, Nacro K, Tomita Y, Wu X, Cao Y, Guo R, Li B, Zhu X, Huang Y, Long YQ, Roller PP, Yang D, Wang S..  (2001)  Discovery of small-molecule inhibitors of Bcl-2 through structure-based computer screening.,  44  (25): [PMID:11728179] [10.1021/jm010016f]

2. Bernardo PH, Sivaraman T, Wan KF, Xu J, Krishnamoorthy J, Song CM, Tian L, Chin JS, Lim DS, Mok HY, Yu VC, Tong JC, Chai CL..  (2010)  Structural insights into the design of small molecule inhibitors that selectively antagonize Mcl-1.,  53  (5): [PMID:20158203] [10.1021/jm901469p]

3. PubChem BioAssay data set, 

4. Levoin N, Vo DD, Gautier F, Barillé-Nion S, Juin P, Tasseau O, Grée R..  (2015)  A combination of in silico and SAR studies to identify binding hot spots of Bcl-xL inhibitors.,  23  (8): [PMID:25797160] [10.1016/j.bmc.2015.02.060]

5. Whiting E, Raje MR, Chauhan J, Wilder PT, Van Eker D, Hughes SJ, Bowen NG, Vickers GEA, Fenimore IC, Fletcher S..  (2018)  Discovery of Mcl-1 inhibitors based on a thiazolidine-2,4-dione scaffold.,  28  (3): [PMID:29329659] [10.1016/j.bmcl.2017.11.023]

6. Negi A, Murphy PV..  (2021)  Development of Mcl-1 inhibitors for cancer therapy.,  210  [PMID:33333396] [10.1016/j.ejmech.2020.113038]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays