Compound: Vidarabine
SMILES: O1[C@@H](n2c3ncnc(c3nc2)N)[C@@H](O)[C@@H]([C@H]1CO)O
InChIKey: OIRDTQYFTABQOQ-UHTZMRCNSA-N
Synonyms: Vidarabine, 5536-17-4, Adenine arabinoside, Ara-A, Arabinosyladenine, Vira-A, Spongoadenosine, Araadenosine, Arasena-A, Vidarabin, 9-beta-D-Arabinofuranosyladenine, Vidarabine anhydrous, Vidarabina, Vidarabinum, beta-D-Arabinosyladenine, NSC-404241, 9-beta-D-arabinofuranosyl-9H-purin-6-amine, 9-Arabinosyladenine, 9-beta-Arabinoadenosine, Vidarabine, anhydrous, beta-D-Arabinofuranosyladenine, CI-673, Adenine beta-D-arabinofuranoside, Adenine-9-beta-D-arabinofuranoside, 3XQD2MEW34, Adenine, 9-beta-D-arabinofuranosyl-, 9H-Purin-6-amine, 9-beta-D-arabinofuranosyl-, Arabinofuranosyladenine, (2R,3S,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol, 6-Amino-9-beta-D-arabinofuranosylpurine, 2-(6-Amino-purin-9-yl)-5-hydroxymethyl-tetrahydro-furan-3,4-diol, CI 673, NSC-247519, NSC-757383, (2R,3S,4S,5R)-2-(6-Aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol, CHEBI:45327, alpha-Ara A, beta-Ara A, Ara A, Vira A, ViraA, CHEBI:9978, alpha Ara A, 9-beta-D-Arabinofuranosyl-9H-purine-6-amine monohydrate, beta Ara A, 9-beta-Arabinofuranosyladenine, Arabinoside, Adenine, 9-beta-D-Arabinofuranosyladenine monohydrate, 9 beta Arabinofuranosyladenine, alpha D Arabinofuranosyladenine, 9 beta D Arabinofuranosyladenine, Beta Ara-A, RefChem:901851, Adenine Arabinoside Anhydrous, J05AB03, S01AD06, 9-beta-D-arabinofuranosyladenine Anyhydrous, 226-893-9, FA2DM6879K, NSC404241, Adenine 9-beta-D-arabinofuranoside, Arabinosyl adenine, Arabinoside adenine, (2R,3S,4S,5R)-2-(6-Amino-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol, Vidarabine [INN], MFCD00065471, 6-Amino-9-b-D-arabinofuranosylpurine, 9beta-D-Arabinofuranosyladenine, araA, 9-BETA-D-ARABINOFURANOSYL-ADENINE, Vira ATM, Vidarabine (Vira-A), Adenine 9-beta;-D-arabinofuranoside, Vidarabine (JAN), CHEMBL1090, Adenine-beta-D-arabinofuranoside, 9-(beta-D-Arabinofuranosyl)adenine, 9H-Purin-6-amine, 9-.beta.-D-arabinofuranosyl-, Vidarabina [DCIT], RAB, Vidarabine (monohydrate), Vidarabinum [INN-Latin], (2R,3S,4S,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol, (+)-Cyclaradine, SMR000471872, CCRIS 3383, Armes (TN), HSDB 6514, Adenine, 9beta-D-arabinofuranosyl-, EINECS 226-893-9, UNII-3XQD2MEW34, NSC 247519, BRN 0624881, AI3-52821, 9H-Purin-6-amine, 9beta-D-arabinofuranosyl-, DTXSID80873976, Vidarabine (Standard), 9-.beta.-D-Arabinofuranosyl-9H-purin-6-amine, Spectrum_001894, VIDARABINE [MI], Spectrum2_001336, Spectrum3_000580, Spectrum4_000782, Spectrum5_001429, VIDARABINE [HSDB], VIDARABINE [WHO-DD], BSPBio_002000, KBioGR_001224, KBioSS_002424, MLS001066352, MLS001333133, MLS001333134, DivK1c_000191, SCHEMBL110914, SPECTRUM1500609, SPBio_001491, 9-ss-D-Arabinofuranosyladenine, GTPL4806, orb1308405, 9-ss -D-Arabinofuranosyladenine, SCHEMBL29372659, 9-(b-D-Arabinofuranosyl)adenine, HMS500J13, HY-B0277R, KBio1_000191, KBio2_002418, KBio2_004986, KBio2_007554, KBio3_001500, Adenine 9-ss-D-arabinofuranoside, 9-beta-D-arabinofuranosyl adenine, Adenine 9-|A-D-arabinofuranoside, NINDS_000191, Adenine 9-ss -D-arabinofuranoside, HMS1921K05, HMS2090F06, HMS2092C16, HMS2230N24, HMS3259I08, HMS3714I18, Pharmakon1600-01500609, HY-B0277, BDBM50144936, CCG-39634, EBC-11117, HG1001, MFCD28053745, MSK156753, NSC757383, PDSP1_001036, PDSP2_001020, s1784, AKOS015919711, DB00194, DS-1755, NA06007, NC00547, IDI1_000191, SMP1_000312, 9-(beta-D-arabinofuranosyl)-9H-adenine, 9--D-arabinofuranosyl-9H-purin-6-amine, 9H-adenin-9-yl beta-D-arabinofuranoside, NCGC00023673-08, NCGC00178869-01, NCGC00178869-02, NCGC00178869-10, SY104375, 6-amino-9-(beta-D-arabinofuranosyl)purine, SBI-0051555.P002, Adenine 9-beta-D-arabinofuranoside, >=99%, NS00124064, SW199234-2, V0098, V0175, D06298, 9-.beta.-D-Arabinofuranosyl-9H-purine-6-amine, AB00430250-08, AB00430250-09, AB00430250_11, AB00430250_12, EN300-6477965, F091487, Q415107, SR-01000765435, SR-05000001737, SR-01000765435-2, SR-05000001737-1, BRD-K72093121-001-16-3, BRD-K72093121-001-17-1
Theoretical properties:
molecular_formula: C10H13N5O4
molecular_weight: 267.24 g/mol
exact_mass: 267.09675391 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 8
rotatable_bond_count: 2
heavy_atom_count: 19
topological_polar_surface_area: 140 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Crystals from water
color: Crystals from water
melting_point: 500 to 518 °F (NTP, 1992)
solubility: less than 1 mg/mL at 70 °F (NTP, 1992)
Descriptions:
pubchem: Adenine arabinoside is a purine nucleoside in which adenine is attached to arabinofuranose via a beta-N9-glycosidic bond. It has a role as a nucleoside antibiotic, an antineoplastic agent and a bacterial metabolite. It is a purine nucleoside and a beta-D-arabinoside. It is functionally related to an adenine.
chebi: A purine nucleoside in which adenine is attached to arabinofuranose via a β-<em>N</em><small><sup>9</small></sup>-glycosidic bond.
chembl: VIDARABINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Vidarabine or 9-β-D-arabinofuranosyladenine (ara-A) is an antiviral drug which is active against herpes simplex and varicella zoster viruses.