| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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ID: ALA1236538
Max Phase: Preclinical
Molecular Formula: C9H12ClN2O8P
Molecular Weight: 342.63
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: O=c1[nH]c(=O)n([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)cc1Cl
Standard InChI: InChI=1S/C9H12ClN2O8P/c10-4-2-12(9(15)11-8(4)14)7-1-5(13)6(20-7)3-19-21(16,17)18/h2,5-7,13H,1,3H2,(H,11,14,15)(H2,16,17,18)/t5-,6+,7+/m0/s1
Standard InChI Key: RBQXEHDSKLSKLJ-RRKCRQDMSA-N
Associated Targets(non-human)
Thymidylate synthase 842 Activities
Thymidylate synthase 501 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Lacticaseibacillus casei 578 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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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 |
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Properties
| Molecular Weight: 342.63 | Molecular Weight (Monoisotopic): 342.0020 | AlogP: -1.05 | #Rotatable Bonds: 4 |
| Polar Surface Area: 151.08 | Molecular Species: ACID | HBA: 7 | HBD: 4 |
| #RO5 Violations: 0 | HBA (Lipinski): 10 | HBD (Lipinski): 4 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: 1.23 | CX Basic pKa: | CX LogP: -0.98 | CX LogD: -4.54 |
| Aromatic Rings: 1 | Heavy Atoms: 21 | QED Weighted: 0.51 | Np Likeness Score: 0.85 |
References
| 1. Coderre JA, Santi DV, Matsuda A, Watanabe KA, Fox JJ.. (1983) Mechanism of action of 2',5-difluoro-1-arabinosyluracil., 26 (8): [PMID:6876083] [10.1021/jm00362a012] |
| 2. Barr PJ, Nolan PA, Santi DV, Robins MJ.. (1981) Inhibition of thymidylate synthetase by 5-alkynyl-2'-deoxyuridylates., 24 (12): [PMID:6796687] [10.1021/jm00144a003] |
| 3. Felczak K, Miazga A, Poznański J, Bretner M, Kulikowski T, Dzik JM, Gołos B, Zieliński Z, Cieśla J, Rode W.. (2000) 5-Substituted N(4)-hydroxy-2'-deoxycytidines and their 5'-monophosphates: synthesis, conformation, interaction with tumor thymidylate synthase, and in vitro antitumor activity., 43 (24): [PMID:11101356] [10.1021/jm000975u] |
| 4. Chang CT, Edwards MW, Torrence PF, Mertes MP.. (1979) 5-Cyano-2'-deoxyuridine 5'-phosphate: a potent competitive inhibitor of thymidylate synthetase., 22 (9): [PMID:114660] [10.1021/jm00195a028] |
| 5. Wataya Y, Santi DV, Hansch C.. (1977) Inhibition of Lactobacillus casei thymidylate synthetase by 5-substituted 2'-deoxyuridylates. Preliminary quantitative structure-activity relationship., 20 (11): [PMID:410930] [10.1021/jm00221a021] |
Source
Source(1):