| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
ID: ALA3245219
Max Phase: Preclinical
Molecular Formula: C28H35N3O9S
Molecular Weight: 397.54
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: COc1ccc(Sc2c(OC)cc(NC(C)CCCN)c3ncccc23)cc1.O=C(O)CC(O)(CC(=O)O)C(=O)O
Standard InChI: InChI=1S/C22H27N3O2S.C6H8O7/c1-15(6-4-12-23)25-19-14-20(27-3)22(18-7-5-13-24-21(18)19)28-17-10-8-16(26-2)9-11-17;7-3(8)1-6(13,5(11)12)2-4(9)10/h5,7-11,13-15,25H,4,6,12,23H2,1-3H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)
Standard InChI Key: JDQIZIHTAJGKLJ-UHFFFAOYSA-N
Associated Targets(non-human)
Rhesus monkey 3147 Activities
Plasmodium cynomolgi 553 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
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: 397.54 | Molecular Weight (Monoisotopic): 397.1824 | AlogP: 4.94 | #Rotatable Bonds: 9 |
| Polar Surface Area: 69.40 | Molecular Species: BASE | HBA: 6 | HBD: 2 |
| #RO5 Violations: 0 | HBA (Lipinski): 5 | HBD (Lipinski): 3 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: | CX Basic pKa: 10.20 | CX LogP: 3.67 | CX LogD: 1.07 |
| Aromatic Rings: 3 | Heavy Atoms: 28 | QED Weighted: 0.53 | Np Likeness Score: -0.52 |
References
| 1. Tanabe K, Chen EH, Verma BL, Saggiomo AJ, Nodiff EA.. (1978) Modifications of primiaquine as antimalarials. 2. 5-Phenylthio and 5-anilino derivatives of primaquine., 21 (1): [PMID:412967] [10.1021/jm00199a028] |
Source
Source(1):