MI-77301

ID: ALA4537826

Max Phase: Preclinical

Molecular Formula: C29H34Cl2FN3O3

Molecular Weight: 562.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)C[C@H]1N[C@@H](C(=O)N[C@H]2CC[C@H](O)CC2)[C@H](c2cccc(Cl)c2F)[C@@]12C(=O)Nc1cc(Cl)ccc12

Standard InChI:  InChI=1S/C29H34Cl2FN3O3/c1-28(2,3)14-22-29(19-12-7-15(30)13-21(19)34-27(29)38)23(18-5-4-6-20(31)24(18)32)25(35-22)26(37)33-16-8-10-17(36)11-9-16/h4-7,12-13,16-17,22-23,25,35-36H,8-11,14H2,1-3H3,(H,33,37)(H,34,38)/t16-,17-,22-,23+,25-,29+/m1/s1

Standard InChI Key:  IDKAKZRYYDCJDU-HEVVSWJASA-N

Molfile:  

EOS100488
     RDKit          2D

 38 42  0  0  0  0  0  0  0  0999 V2000
    1.7790    7.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4800    6.9531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0331    8.3626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9972    6.6926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4800    5.4531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8191    4.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1894    5.3132    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1931    4.1984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6849    4.3552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2950    5.7256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5665    3.1417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0583    3.2985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9402    2.0851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4327    2.2427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0434    3.6137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5352    3.7705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1615    4.8271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6690    4.6695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4431    2.8994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2484    1.0906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7410    0.9335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3521   -0.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4706   -1.6510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9780   -1.4939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0966   -2.7075    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.3669   -0.1231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8751    0.0332    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9759    3.2113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1327    1.7195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4317    0.9695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2377    1.1094    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2414    2.2241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7414    2.2241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914    3.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9914    3.5231    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.7414    4.8222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2414    4.8222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4914    3.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  6  5  1  6
  6  7  1  0
  7  8  1  0
  8  9  1  6
  9 10  2  0
  9 11  1  0
 12 11  1  1
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  6
 15 17  1  0
 17 18  1  0
 12 18  1  0
  8 19  1  0
 19 20  1  1
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 20 26  1  0
 26 27  1  0
 19 28  1  0
  6 28  1  0
 28 29  1  6
 29 30  2  0
 29 31  1  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  1  0
 34 36  2  0
 36 37  1  0
 37 38  2  0
 32 38  1  0
 28 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4537826

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 562.51

Molecular Weight (Monoisotopic): 561.1961

AlogP: 5.30

#Rotatable Bonds: 4

Polar Surface Area: 90.46

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.88

CX Basic pKa: 8.99

CX LogP: 5.08

CX LogD: 3.49

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.41

Np Likeness Score: -0.27

References

1. 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]

2. 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]

3. Institute for Molecular Medicine Finland - High Throughput Biomedicine Unit.  (2023)  ECBD screening data for assay EOS300108,  [10.6019/EOS300108]

Source

Source(2):

• SARS-CoV-2 Screening Data 2020-21
• EU-OPENSCREEN dataset