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ID: ALA1173044
Max Phase: Preclinical
Molecular Formula: C26H28N2O3
Molecular Weight: 416.52
Molecule Type: Small molecule
Associated Items:
Representations
Synonyms (1): GRL-0667
Synonyms from Alternative Forms(1):
Canonical SMILES: C[C@H](c1cccc2ccccc12)N1CCC(C(=O)NCc2ccc3c(c2)OCO3)CC1
Standard InChI: InChI=1S/C26H28N2O3/c1-18(22-8-4-6-20-5-2-3-7-23(20)22)28-13-11-21(12-14-28)26(29)27-16-19-9-10-24-25(15-19)31-17-30-24/h2-10,15,18,21H,11-14,16-17H2,1H3,(H,27,29)/t18-/m1/s1
Standard InChI Key: IVXBCFLWMPMSAP-GOSISDBHSA-N
Associated Targets(Human)
USP2 Tbio Ubiquitin carboxyl-terminal hydrolase 2 (8818 Activities)
USP7 Tchem Ubiquitin carboxyl-terminal hydrolase 7 (837 Activities)
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USP8 Tchem Ubiquitin carboxyl-terminal hydrolase 8 (245 Activities)
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USP20 Tbio Ubiquitin carboxyl-terminal hydrolase 20 (14 Activities)
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USP21 Tbio Ubiquitin carboxyl-terminal hydrolase 21 (108 Activities)
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SENP8 Tchem Sentrin-specific protease 8 (1687 Activities)
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UCHL1 Tchem Ubiquitin carboxyl-terminal hydrolase isozyme L1 (107 Activities)
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CASP3 Tchem Caspase-3 (3632 Activities)
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CTSK Tchem Cathepsin K (3011 Activities)
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HEK293 (82097 Activities)
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Associated Targets(non-human)
SARS-CoV (424 Activities)
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Replicase polyprotein 1a (18 Activities)
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Liver (8163 Activities)
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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 |
Drug Indications
| MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
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Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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Properties
| Molecular Weight: 416.52 | Molecular Weight (Monoisotopic): 416.2100 | AlogP: 4.66 | #Rotatable Bonds: 5 |
| Polar Surface Area: 50.80 | Molecular Species: BASE | HBA: 4 | HBD: 1 |
| #RO5 Violations: 0 | HBA (Lipinski): 5 | HBD (Lipinski): 1 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: | CX Basic pKa: 9.60 | CX LogP: 4.16 | CX LogD: 1.97 |
| Aromatic Rings: 3 | Heavy Atoms: 31 | QED Weighted: 0.66 | Np Likeness Score: -1.09 |
References
| 1. Ghosh AK, Takayama J, Rao KV, Ratia K, Chaudhuri R, Mulhearn DC, Lee H, Nichols DB, Baliji S, Baker SC, Johnson ME, Mesecar AD.. (2010) Severe acute respiratory syndrome coronavirus papain-like novel protease inhibitors: design, synthesis, protein-ligand X-ray structure and biological evaluation., 53 (13): [PMID:20527968] [10.1021/jm1004489] |
| 2. Báez-Santos YM, Barraza SJ, Wilson MW, Agius MP, Mielech AM, Davis NM, Baker SC, Larsen SD, Mesecar AD.. (2014) X-ray structural and biological evaluation of a series of potent and highly selective inhibitors of human coronavirus papain-like proteases., 57 (6): [PMID:24568342] [10.1021/jm401712t] |
Source
Source(1):