3-[7-(4-Bromo-phenylsulfanyl)-2-cyano-3-oxo-3H-phenalen-1-ylamino]-propionic acid

ID: ALA4169380

Chembl Id: CHEMBL4169380

PubChem CID: 145953704

Max Phase: Preclinical

Molecular Formula: C23H15BrN2O3S

Molecular Weight: 479.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#CC1=C(NCCC(=O)O)c2ccc(Sc3ccc(Br)cc3)c3cccc(c23)C1=O

Standard InChI:  InChI=1S/C23H15BrN2O3S/c24-13-4-6-14(7-5-13)30-19-9-8-16-21-15(19)2-1-3-17(21)23(29)18(12-25)22(16)26-11-10-20(27)28/h1-9,26H,10-11H2,(H,27,28)

Standard InChI Key:  FWJMOAWZSBQTJU-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4169380

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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: 479.36

Molecular Weight (Monoisotopic): 477.9987

AlogP: 5.25

#Rotatable Bonds: 6

Polar Surface Area: 90.19

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.81

CX Basic pKa: ┄

CX LogP: 4.43

CX LogD: 0.94

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.50

Np Likeness Score: -0.82

References

1. Wan Y, Dai N, Tang Z, Fang H..  (2018)  Small-molecule Mcl-1 inhibitors: Emerging anti-tumor agents.,  146  [PMID:29407973] [10.1016/j.ejmech.2018.01.076]

2. Wang Z, He N, Guo Z, Niu C, Song T, Guo Y, Cao K, Wang A, Zhu J, Zhang X, Zhang Z..  (2019)  Proteolysis Targeting Chimeras for the Selective Degradation of Mcl-1/Bcl-2 Derived from Nonselective Target Binding Ligands.,  62  (17): [PMID:31389699] [10.1021/acs.jmedchem.9b00919]

3. Wang Z,Song T,Guo Z,Cao K,Chen C,Feng Y,Wang H,Yin F,Zhou S,Dai J,Zhang Z.  (2020)  Targeting the Allosteric Pathway That Interconnects the Core-Functional Scaffold and the Distal Phosphorylation Sites for Specific Dephosphorylation of Bcl-2.,  63  (22): [PMID:33197310] [10.1021/acs.jmedchem.0c01290]

Source

Source(1):

• Scientific Literature