| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
ID: ALA161603
Max Phase: Preclinical
Molecular Formula: C14H16N6O4
Molecular Weight: 332.32
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: Nc1nc(O)c(N=O)c(NCCCNc2ccc(C(=O)O)cc2)n1
Standard InChI: InChI=1S/C14H16N6O4/c15-14-18-11(10(20-24)12(21)19-14)17-7-1-6-16-9-4-2-8(3-5-9)13(22)23/h2-5,16H,1,6-7H2,(H,22,23)(H4,15,17,18,19,21)
Standard InChI Key: IZUZXDQWRVKVBD-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: 332.32 | Molecular Weight (Monoisotopic): 332.1233 | AlogP: 1.77 | #Rotatable Bonds: 8 |
| Polar Surface Area: 162.82 | Molecular Species: ACID | HBA: 9 | HBD: 5 |
| #RO5 Violations: 0 | HBA (Lipinski): 10 | HBD (Lipinski): 6 | #RO5 Violations (Lipinski): 1 |
| CX Acidic pKa: 4.89 | CX Basic pKa: 3.50 | CX LogP: 1.66 | CX LogD: -0.64 |
| Aromatic Rings: 2 | Heavy Atoms: 24 | QED Weighted: 0.36 | Np Likeness Score: -0.73 |
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):