| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
ID: ALA348892
Max Phase: Preclinical
Molecular Formula: C16H21N5O6
Molecular Weight: 379.37
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: COc1cc(OCCCNc2nc(N)nc(O)c2N=O)cc(OC)c1OC
Standard InChI: InChI=1S/C16H21N5O6/c1-24-10-7-9(8-11(25-2)13(10)26-3)27-6-4-5-18-14-12(21-23)15(22)20-16(17)19-14/h7-8H,4-6H2,1-3H3,(H4,17,18,19,20,22)
Standard InChI Key: UDZIYNIEBCEPGM-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: 379.37 | Molecular Weight (Monoisotopic): 379.1492 | AlogP: 2.07 | #Rotatable Bonds: 10 |
| Polar Surface Area: 150.41 | Molecular Species: NEUTRAL | HBA: 11 | HBD: 3 |
| #RO5 Violations: 1 | HBA (Lipinski): 11 | HBD (Lipinski): 4 | #RO5 Violations (Lipinski): 1 |
| CX Acidic pKa: 10.91 | CX Basic pKa: 2.80 | CX LogP: 2.22 | CX LogD: 2.22 |
| Aromatic Rings: 2 | Heavy Atoms: 27 | QED Weighted: 0.41 | Np Likeness Score: -0.44 |
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):