ID: ALA276563
Chembl Id: CHEMBL276563
Cas Number: 130108-72-4
PubChem CID: 72296
Max Phase: Preclinical
Molecular Formula: C10H13N5O5
Molecular Weight: 283.24
Molecule Type: Small molecule
Associated Items:
Synonyms: 4'-Azidothymidine | 4'-Azidothymidine|130108-72-4|Thymidine, 4'-azido-|ADRT|4'-C-azidothymidine|CHEMBL276563|SCHEMBL15532353|DTXSID10156340|ZNPKSOLUIAAPQI-NYNCVSEMSA-N|AKOS040749965|1-[(2R,4S,5R)-5-azido-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione|A855677|1-(4-Azido-2-deoxy-.beta.-D-erythro-pentofuranosyl)-5-methyl-2,4-dioxopyrimidine|1-[(2R,4S,5R)-5-azido-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-methyl-pyrimidine-2,4-dione
Canonical SMILES: Cc1cn([C@H]2C[C@H](O)[C@](CO)(N=[N+]=[N-])O2)c(=O)[nH]c1=O
Standard InChI: InChI=1S/C10H13N5O5/c1-5-3-15(9(19)12-8(5)18)7-2-6(17)10(4-16,20-7)13-14-11/h3,6-7,16-17H,2,4H2,1H3,(H,12,18,19)/t6-,7+,10+/m0/s1
Standard InChI Key: ZNPKSOLUIAAPQI-NYNCVSEMSA-N
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| 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 |
| MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
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| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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| Molecular Weight: 283.24 | Molecular Weight (Monoisotopic): 283.0917 | AlogP: -0.88 | #Rotatable Bonds: 3 |
| Polar Surface Area: 153.31 | Molecular Species: NEUTRAL | HBA: 7 | HBD: 3 |
| #RO5 Violations: ┄ | HBA (Lipinski): 10 | HBD (Lipinski): 3 | #RO5 Violations (Lipinski): ┄ |
| CX Acidic pKa: 9.96 | CX Basic pKa: ┄ | CX LogP: -0.49 | CX LogD: -0.60 |
| Aromatic Rings: 1 | Heavy Atoms: 20 | QED Weighted: 0.37 | Np Likeness Score: 0.74 |
| 1. Chao Q, Nair V. (1997) Synthesis and antiviral evaluation of 4-hydroxymethyl-2, 3-dideoxy-3-thianucleosides and their cyclic monophosphates, 7 (9): [10.1016/S0960-894X(97)00178-9] |
| 2. Maag H, Rydzewski RM, McRoberts MJ, Crawford-Ruth D, Verheyden JP, Prisbe EJ.. (1992) Synthesis and anti-HIV activity of 4'-azido- and 4'-methoxynucleosides., 35 (8): [PMID:1573638] [10.1021/jm00086a013] |
| 3. Maag H, Rydzewski RM, McRoberts MJ, Crawford-Ruth D, Verheyden JP, Prisbe EJ.. (1992) Synthesis and anti-HIV activity of 4'-azido- and 4'-methoxynucleosides., 35 (8): [PMID:1573638] [10.1021/jm00086a013] |
| 4. Maag H, Nelson JT, Steiner JL, Prisbe EJ.. (1994) Solid-state and solution conformations of the potent HIV inhibitor, 4'-azidothymidine., 37 (4): [PMID:8120862] [10.1021/jm00030a001] |
| 5. Shi M, Wang X, De Clercq E, Takao S, Baba M.. (2007) Selective inhibition of porcine endogenous retrovirus replication in human cells by acyclic nucleoside phosphonates., 51 (7): [PMID:17470654] [10.1128/aac.00212-07] |
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