| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
ID: ALA158543
Max Phase: Preclinical
Molecular Formula: C20H22N6O5S
Molecular Weight: 458.50
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: Cc1ccc(S(=O)(=O)Nc2ccc(OCCCNc3nc(N)nc(O)c3N=O)cc2)cc1
Standard InChI: InChI=1S/C20H22N6O5S/c1-13-3-9-16(10-4-13)32(29,30)26-14-5-7-15(8-6-14)31-12-2-11-22-18-17(25-28)19(27)24-20(21)23-18/h3-10,26H,2,11-12H2,1H3,(H4,21,22,23,24,27)
Standard InChI Key: XYZLFVCQNWLBJR-UHFFFAOYSA-N
Associated Targets(non-human)
Dihydropteroate synthase 129 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: 458.50 | Molecular Weight (Monoisotopic): 458.1372 | AlogP: 3.15 | #Rotatable Bonds: 10 |
| Polar Surface Area: 168.89 | Molecular Species: NEUTRAL | HBA: 10 | HBD: 4 |
| #RO5 Violations: 0 | HBA (Lipinski): 11 | HBD (Lipinski): 5 | #RO5 Violations (Lipinski): 1 |
| CX Acidic pKa: 8.24 | CX Basic pKa: 2.83 | CX LogP: 3.69 | CX LogD: 3.64 |
| Aromatic Rings: 3 | Heavy Atoms: 32 | QED Weighted: 0.26 | Np Likeness Score: -1.32 |
References
| 1. Lever OW, Bell LN, Hyman C, McGuire HM, Ferone R.. (1986) Inhibitors of dihydropteroate synthase: substituent effects in the side-chain aromatic ring of 6-[[3-(aryloxy)propyl]amino]-5-nitrosoisocytosines and synthesis and inhibitory potency of bridged 5-nitrosoisocytosine-p-aminobenzoic acid analogues., 29 (5): [PMID:3486292] [10.1021/jm00155a014] |
Source
Source(1):