| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
ID: ALA4277680
Max Phase: Preclinical
Molecular Formula: C32H23ClFN5O2
Molecular Weight: 564.02
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: O=C(N[C@@H](Cn1ccnc1)c1ccc(-c2ccc(F)cc2)cc1Cl)c1ccc(-c2nnc(-c3ccccc3)o2)cc1
Standard InChI: InChI=1S/C32H23ClFN5O2/c33-28-18-25(21-10-13-26(34)14-11-21)12-15-27(28)29(19-39-17-16-35-20-39)36-30(40)22-6-8-24(9-7-22)32-38-37-31(41-32)23-4-2-1-3-5-23/h1-18,20,29H,19H2,(H,36,40)/t29-/m0/s1
Standard InChI Key: BDWFJRAKCOGPOJ-LJAQVGFWSA-N
Associated Targets(Human)
CYP51A1 Tchem Cytochrome P450 51 (155 Activities)
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 |
|---|
Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
|---|
Properties
| Molecular Weight: 564.02 | Molecular Weight (Monoisotopic): 563.1524 | AlogP: 7.23 | #Rotatable Bonds: 8 |
| Polar Surface Area: 85.84 | Molecular Species: NEUTRAL | HBA: 6 | HBD: 1 |
| #RO5 Violations: 2 | HBA (Lipinski): 7 | HBD (Lipinski): 1 | #RO5 Violations (Lipinski): 2 |
| CX Acidic pKa: | CX Basic pKa: 6.78 | CX LogP: 6.16 | CX LogD: 6.10 |
| Aromatic Rings: 6 | Heavy Atoms: 41 | QED Weighted: 0.21 | Np Likeness Score: -1.30 |
References
| 1. Friggeri L, Hargrove TY, Rachakonda G, Blobaum AL, Fisher P, de Oliveira GM, da Silva CF, Soeiro MNC, Nes WD, Lindsley CW, Villalta F, Guengerich FP, Lepesheva GI.. (2018) Sterol 14α-Demethylase Structure-Based Optimization of Drug Candidates for Human Infections with the Protozoan Trypanosomatidae., 61 (23): [PMID:30451500] [10.1021/acs.jmedchem.8b01671] |
| 2. Friggeri L, Hargrove TY, Wawrzak Z, Guengerich FP, Lepesheva GI.. (2019) Validation of Human Sterol 14α-Demethylase (CYP51) Druggability: Structure-Guided Design, Synthesis, and Evaluation of Stoichiometric, Functionally Irreversible Inhibitors., 62 (22): [PMID:31663733] [10.1021/acs.jmedchem.9b01485] |
| 3. Hargrove TY, Wawrzak Z, Rachakonda G, Nes WD, Villalta F, Guengerich FP, Lepesheva GI.. (2021) Relaxed Substrate Requirements of Sterol 14α-Demethylase from Naegleria fowleri Are Accompanied by Resistance to Inhibition., 64 (23.0): [PMID:34842434] [10.1021/acs.jmedchem.1c01710] |
Source
Source(1):