(S)-2-[(6-Cyclohexyloxy-4-oxo-3-phenyl-4H-9-thia-4a-aza-fluorene-1-carbonyl)amino]-3-(4-hydroxy-phenyl)propionic acid

ID: ALA4526128

Chembl Id: CHEMBL4526128

PubChem CID: 122172828

Max Phase: Preclinical

Molecular Formula: C33H30N2O6S

Molecular Weight: 582.68

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(N[C@@H](Cc1ccc(O)cc1)C(=O)O)c1cc(-c2ccccc2)c(=O)n2c1sc1ccc(OC3CCCCC3)cc12

Standard InChI:  InChI=1S/C33H30N2O6S/c36-22-13-11-20(12-14-22)17-27(33(39)40)34-30(37)26-19-25(21-7-3-1-4-8-21)31(38)35-28-18-24(15-16-29(28)42-32(26)35)41-23-9-5-2-6-10-23/h1,3-4,7-8,11-16,18-19,23,27,36H,2,5-6,9-10,17H2,(H,34,37)(H,39,40)/t27-/m0/s1

Standard InChI Key:  PTUWWNGMUPSKDC-MHZLTWQESA-N

Alternative Forms

1. Parent:

   

   ALA4526128

   ---

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: 582.68

Molecular Weight (Monoisotopic): 582.1825

AlogP: 6.02

#Rotatable Bonds: 8

Polar Surface Area: 117.34

Molecular Species: ACID

HBA: 7

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.24

CX Basic pKa: ┄

CX LogP: 5.90

CX LogD: 2.46

Aromatic Rings: 5

Heavy Atoms: 42

QED Weighted: 0.21

Np Likeness Score: -0.28

References

1. Dighe SN, Ekwudu O, Dua K, Chellappan DK, Katavic PL, Collet TA..  (2019)  Recent update on anti-dengue drug discovery.,  176  [PMID:31128447] [10.1016/j.ejmech.2019.05.010]

2. Cannalire R, Ki Chan KW, Burali MS, Gwee CP, Wang S, Astolfi A, Massari S, Sabatini S, Tabarrini O, Mastrangelo E, Barreca ML, Cecchetti V, Vasudevan SG, Manfroni G..  (2020)  Pyridobenzothiazolones Exert Potent Anti-Dengue Activity by Hampering Multiple Functions of NS5 Polymerase.,  11  (5): [PMID:32435384] [10.1021/acsmedchemlett.9b00619]

3. Nascimento IJDS, Santos-Júnior PFDS, Aquino TM, Araújo-Júnior JX, Silva-Júnior EFD..  (2021)  Insights on Dengue and Zika NS5 RNA-dependent RNA polymerase (RdRp) inhibitors.,  224  [PMID:34274831] [10.1016/j.ejmech.2021.113698]

4. Brindani N, Munafò F, Menichetti A, Donati E, Nigro M, Ottonello G, Armirotti A, De Vivo M..  (2023)  Design, synthesis, docking, and biochemical characterization of non-nucleoside SARS-CoV-2 RdRp inhibitors.,  80  [PMID:36716583] [10.1016/j.bmc.2023.117179]

Source

Source(1):

• Scientific Literature