ID: ALA366254

Max Phase: Preclinical

Molecular Formula: C9H7IO2S

Molecular Weight: 306.12

Molecule Type: Small molecule

Representations

Synonyms (1): PD-150606
Synonyms from Alternative Forms(1):

Canonical SMILES:  O=C(O)/C(S)=C/c1ccc(I)cc1

Standard InChI:  InChI=1S/C9H7IO2S/c10-7-3-1-6(2-4-7)5-8(13)9(11)12/h1-5,13H,(H,11,12)/b8-5-

Standard InChI Key:  DJCVSFWGKYHMKH-YVMONPNESA-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: 306.12

Molecular Weight (Monoisotopic): 305.9211

AlogP: 2.65

#Rotatable Bonds: 2

Polar Surface Area: 37.30

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 2.78

CX Basic pKa:

CX LogP: 3.06

CX LogD: -0.41

Aromatic Rings: 1

Heavy Atoms: 13

QED Weighted: 0.50

Np Likeness Score: -0.61

References

1. Zeng Y, Li Q, Hanzlik RP, Aubé J..  (2005)  Synthesis of a small library of diketopiperazines as potential inhibitors of calpain.,  15  (12): [PMID:15896956] [10.1016/j.bmcl.2005.04.031]

2. Adams SE, Parr C, Miller DJ, Allemann RK, Hallett MB.  (2012)  Potent inhibition of Ca2+-dependent activation of calpain-1 by novel mercaptoacrylates,  3  (5): [10.1039/C2MD00280A]

3. Kalash L, Cresser-Brown J, Habchi J, Morgan C, Miller DJ, Glen RC, Allemann RK, Bender A..  (2018)  Structure-based design of allosteric calpain-1 inhibitors populating a novel bioactivity space.,  157  [PMID:30195237] [10.1016/j.ejmech.2018.08.049]

4. Maria Kuzikov, Elisa Costanzi, Jeanette Reinshagen, Francesca Esposito, Laura Vangeel, Markus Wolf, Bernhard Ellinger, Carsten Claussen, Gerd Geisslinger, Angela Corona, Daniela Iaconis, Carmine Talarico, Candida Manelfi, Rolando Cannalire, Giulia Rossetti, Jonas Gossen, Simone Albani, Francesco Musiani, Katja Herzog, Yang Ye, Barbara Giabbai, Nicola Demitri, Dirk Jochmans, Steven De Jonghe, Jasper Rymenants, Vincenzo Summa, Enzo Tramontano, Andrea R. Beccari, Pieter Leyssen, Paola Storici, Johan Neyts, Philip Gribbon, and Andrea Zaliani.  (2020)  Identification of inhibitors of SARS-Cov2 M-Pro enzymatic activity using a small molecule repurposing screen,  [10.6019/CHEMBL4495564]

5. Andrea Zaliani, Laura Vangeel, Jeanette Reinshagen, Daniela Iaconis, Maria Kuzikov, Oliver Keminer, Markus Wolf, Bernhard Ellinger, Francesca Esposito, Angela Corona, Enzo Tramontano, Candida Manelfi, Katja Herzog, Dirk Jochmans, Steven De Jonghe, Winston Chiu, Thibault Francken, Joost Schepers, Caroline Collard, Kayvan Abbasi, Carsten Claussen , Vincenzo Summa, Andrea R. Beccari, Johan Neyts, Philip Gribbon and Pieter Leyssen.  (2020)  Cytopathic SARS-Cov2 screening on VERO-E6 cells in a large repurposing effort,  [10.6019/CHEMBL4495565]

Source

Source(2):

• Scientific Literature
• SARS-CoV-2 Screening Data 2020-21