Compound: penciclovir
SMILES: O=c1nc([nH]c2c1ncn2CCC(CO)CO)N
InChIKey: JNTOCHDNEULJHD-UHFFFAOYSA-N
Synonyms: penciclovir, 39809-25-1, Denavir, BRL-39123, Penciclovirum, Vectavir, BRL 39123, 9-(4-Hydroxy-3-(hydroxymethyl)butyl)guanine, 2-Amino-1,9-dihydro-9-[4-hydroxy-3-(hydroxymethyl)butyl]-6H-purin-6-one, CCRIS 9213, 9-(4-HYDROXY-3-(HYDROXYMETHYL)BUT-1-YL)GUANINE, 359HUE8FJC, 9-(4-hydroxy-3-hydroxymethylbut-1-yl)guanine, NSC-759624, 9-(4-hydroxy-3-hydroxymethylbut-1-yl)-guanine, DTXSID9046491, 9-[4-Hydroxy-3-(hydroxymethyl)butyl]guanine, 9-[4-hydroxy-3-(hydroxymethyl)but-1-yl]guanine, CHEBI:7956, DTXCID7026491, 6H-Purin-6-one, 2-amino-1,9-dihydro-9-(4-hydroxy-3-(hydroxymethyl)butyl)-, 9-[2-hydroxy-1-(hydroxymethyl)-ethoxymethyl]guanine, 6H-Purin-6-one, 2-amino-1,9-dihydro-9-[4-hydroxy-3-(hydroxymethyl)butyl]-, 2-AMINO-1,9-DIHYDRO-9-(4-HYDROXY-3-(HYDROXYMETHYL)BUTYL)-6H-PURIN-6-ONE, 9-(2-hydroxy-1-(hydroxymethyl)-ethoxymethyl)guanine, 2-amino-9-(4-hydroxy-3-(hydroxymethyl)butyl)-6,9-dihydro-3H-purin-6-one, 2-amino-9-[4-hydroxy-3-(hydroxymethyl)butyl]-6,9-dihydro-3H-purin-6-one, RefChem:55824, D06BB06, J05AB13, 663-371-3, Penciclovirum [INN-Latin], Pencyclovir, 2-amino-9-[4-hydroxy-3-(hydroxymethyl)butyl]-3H-purin-6-one, PE2, MFCD00866931, 2-amino-9-(4-hydroxy-3-(hydroxymethyl)butyl)-1H-purin-6(9H)-one, CHEMBL1540, 2-amino-9-[4-hydroxy-3-(hydroxymethyl)butyl]-1H-purin-6-one, 2-amino-9-[1,1,2,2-tetradeuterio-4-hydroxy-3-(hydroxymethyl)butyl]-3H-purin-6-one, NCGC00164630-01, 2-amino-9-[4-hydroxy-3-(hydroxymethyl)butyl]-1,9-dihydro-6H-purin-6-one, PCV, Penciclovir [USAN:INN:BAN], Adenovir, 2-amino-9-(4-hydroxy-3-(hydroxymethyl)butyl)-1,9-dihydro-6H-purin-6-one, SMR000466317, Denavir (TN), CAS-39809-25-1, SR-05000001512, Penciclovir (USAN/INN), UNII-359HUE8FJC, Penciclovir?, HSDB 8123, 2-Amino-1,9-dihydro-9-[4-hydroxy-3-(hydroxymethyl)butyl]-6H-purin-6-one; Denavir; Penciclovir; VSA 671;, MB2488, MFCD15142866, Penciclovir (Standard), PENCICLOVIR [MI], GlyTouCan:G32419ZH, PENCICLOVIR [INN], PENCICLOVIR [USAN], PENCICLOVIR [VANDF], SCHEMBL3494, SCHEMBL3495, PENCICLOVIR [MART.], PENCICLOVIR [WHO-DD], MLS000759422, MLS001424110, orb1307915, Penciclovir - Bio-X trade mark, SCHEMBL19236307, SCHEMBL29357169, PENCICLOVIR [ORANGE BOOK], JNTOCHDNEULJHD-UHFFFAOYSA-N, 2-[2-(2-amino-6-hydroxypurin-9-yl)ethyl]propane-1,3-diol, HMS2051D06, HMS2090H11, HMS2232A11, HMS3371P04, HMS3393D06, HMS3652H07, HMS3713P14, HMS5082N06, PENCICLOVIR [USP IMPURITY], Pharmakon1600-01502320, BRL39123, G32419ZH, MSK10594, Tox21_112248, BDBM50210804, EBC-13567, HY-17424R, NSC759624, s4184, 2-amino-9-[4-hydroxy-3-(hydroxymethyl)butyl]-6,9-dihydro-1H-purin-6-one, AKOS007930676, AKOS026750166, BRL 39123;VSA 671, Penciclovir & Human interferon-.beta., Tox21_112248_1, AC-8067, CCG-101000, CCG-213029, CCG-266987, CS-1355, DB00299, Famciclovir Penciclovir Impurity (Usp), FP26790, KS-5016, NC00250, NSC 759624, Penciclovir & Human interferon-.alpha., Penciclovir & Human interferon-.gamma., NCGC00263533-01, NCGC00263533-12, NCGC00386270-02, BP164247, HY-17424, SY108991, NS00000601, P2164, SW197630-2, C07417, D05407, AB00698242-05, AB01275514-01, AB01275514_02, AB01566918_01, EN300-1081992, F869003, Q420364, SR-01000763121, SR-01000763121-3, SR-05000001512-1, SR-05000001512-2, BRD-K47780086-001-06-1, BRD-K47780086-001-07-9, BRD-K47780086-001-08-7, Z2025569265, 2-[2-(2-Amino-6-hydroxy-purin-9-yl)-ethyl]-propane-1,3-diol, 2-amino-9-[4-hydroxy-3-(hydroxymethyl)butyl]-3H-purin- 6-one, 2-Amino-9-(4-hydroxy-3-hydroxymethyl-butyl)-1,9-dihydro-purin-6-one, 2-Amino-9-[4-hydroxy-3-(hydroxymethyl)butyl]-3,9-dihydro-6H-purin-6-one, 2-Amino-9-(4-hydroxy-3-hydroxymethyl-butyl)-1,9-dihydro-purin-6-one (PCV), 2-Amino-9-(4-hydroxy-3-hydroxymethyl-butyl)-1,9-dihydro-purin-6-one(PCV, Penciclovir), 6H-Purin-6-one, 2-amino-1,9-dihydro-9-(4-hydroxy-3-(hydroxymethyl)butyl)- & Human interferon-.alpha., 6H-Purin-6-one, 2-amino-1,9-dihydro-9-(4-hydroxy-3-(hydroxymethyl)butyl)- & Human interferon-.gamma., 6H-Purin-6-one, 2-amino-1,9-dihydro-9-(4-hydroxy-3-(hydroxymethyl)butyl)- & Human interferon-beta
Theoretical properties:
molecular_formula: C10H15N5O3
molecular_weight: 253.26 g/mol
exact_mass: 253.11748936 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 5
heavy_atom_count: 18
topological_polar_surface_area: 126 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: White crystalline solid from water (monohydrate) ... also reported as colorless matted needles
color: White crystalline solid from water (monohydrate) ... also reported as colorless matted needles
melting_point: 275-277 °C
solubility: 1.7mg/ml
Descriptions:
pubchem: Penciclovir is a member of the class of 2-aminopurines that is guanine in which the hydrogen at position 9 is substituted by a 4-hydroxy-3-(hydroxymethyl)but-1-yl group. An antiviral drug, it is administered topically for treatment of herpes labialis. A prodrug, famciclovir, is used for oral administration. It has a role as an antiviral drug. It is a member of 2-aminopurines and a member of propane-1,3-diols. It is functionally related to a guanine.
chebi: A member of the class of 2-aminopurines that is guanine in which the hydrogen at position 9 is substituted by a 4-hydroxy-3-(hydroxymethyl)but-1-yl group. An antiviral drug, it is administered topically for treatment of herpes labialis. A prodrug, famciclovir, is used for oral administration.
chembl: PENCICLOVIR is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Penciclovir is a guanosine analogue antiviral medication used for the treatment of various herpesvirus infections. It is a nucleoside analogue which exhibits low toxicity and good selectivity. It is used as a topical treatment. It is sold under the brand name Denavir among others.
Penciclovir was approved for medical use in 1996.