ID: ALA128872
Chembl Id: CHEMBL128872
Cas Number: 156727-62-7
PubChem CID: 448107
Max Phase: Preclinical
Molecular Formula: C17H21BrN4O8S
Molecular Weight: 521.35
Molecule Type: Small molecule
Associated Items:
Canonical SMILES: N[C@@H](CCC(=O)N[C@@H](CSC(=O)N(O)c1ccc(Br)cc1)C(=O)NCC(=O)O)C(=O)O
Standard InChI: InChI=1S/C17H21BrN4O8S/c18-9-1-3-10(4-2-9)22(30)17(29)31-8-12(15(26)20-7-14(24)25)21-13(23)6-5-11(19)16(27)28/h1-4,11-12,30H,5-8,19H2,(H,20,26)(H,21,23)(H,24,25)(H,27,28)/t11-,12-/m0/s1
Standard InChI Key: IQPLOQWSCZRUCA-RYUDHWBXSA-N
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| 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 |
| MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
|---|
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
|---|
| Molecular Weight: 521.35 | Molecular Weight (Monoisotopic): 520.0263 | AlogP: 0.38 | #Rotatable Bonds: 11 |
| Polar Surface Area: 199.36 | Molecular Species: ZWITTERION | HBA: 8 | HBD: 6 |
| #RO5 Violations: 2 | HBA (Lipinski): 12 | HBD (Lipinski): 7 | #RO5 Violations (Lipinski): 3 |
| CX Acidic pKa: 1.72 | CX Basic pKa: 9.36 | CX LogP: -2.80 | CX LogD: -6.12 |
| Aromatic Rings: 1 | Heavy Atoms: 31 | QED Weighted: 0.17 | Np Likeness Score: 0.04 |
| 1. Kalsi A, Kavarana MJ, Lu T, Whalen DL, Hamilton DS, Creighton DJ.. (2000) Role of hydrophobic interactions in binding S-(N-aryl/alkyl-N-hydroxycarbamoyl)glutathiones to the active site of the antitumor target enzyme glyoxalase I., 43 (21): [PMID:11052803] [10.1021/jm000160l] |
| 2. More SS, Vince R.. (2006) A metabolically stable tight-binding transition-state inhibitor of glyoxalase-I., 16 (23): [PMID:16997560] [10.1016/j.bmcl.2006.08.121] |
| 3. More SS, Vince R.. (2009) Inhibition of glyoxalase I: the first low-nanomolar tight-binding inhibitors., 52 (15): [PMID:19610604] [10.1021/jm900382u] |
| 4. Sang Y, Shi Q, Mo M, Ni C, Li Z, Liu B, Deng Q, Creighton DJ, Zheng ZB.. (2015) Novel bivalent inhibitors with sub-nanomolar affinities towards human glyoxalase I., 25 (21): [PMID:26320622] [10.1016/j.bmcl.2015.08.055] |
| 5. Jin T, Zhao L, Wang HP, Huang ML, Yue Y, Lu C, Zheng ZB.. (2020) Recent advances in the discovery and development of glyoxalase I inhibitors., 28 (4): [PMID:31879183] [10.1016/j.bmc.2019.115243] |
Source(1):
