Carbodine

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Basic information

CAS: 71184-20-8
Standard SMILES: Nc1ccn([C@@H]2C[C@H](CO)[C@@H](O)[C@H]2O)c(=O)n1
InChIKey: UAZJPMMKWBPACD-GCXDCGAKSA-N
Molecular formula: C10H15N3O4
Average molar mass: 241.24 g/mol
Monoisotopic mass: 241.10625597

Overview

RN given refers to (R-(1alpha,2beta,3beta,4alpha))-isomer

Names & identifiers

Preferred name: Carbodine
IUPAC: 4-amino-1-[(1R,2S,3R,4R)-2,3-dihydroxy-4-(hydroxymethyl)cyclopentyl]pyrimidin-2-one
English name: Carbodine
Molecular formula: C10H15N3O4
Molecular weight: 241.24

Names & synonyms

Carbodine71184-20-8VLT9D5W769RefChem:123563Carbocyclic cytidine4-amino-1-[(1R,2S,3R,4R)-2,3-dihydroxy-4-(hydroxymethyl)cyclopentyl]pyrimidin-2-oneC-CydCarbodine, (-)-orb1710158SCHEMBL3333453CHEMBL10893022(1H)-Pyrimidinone, 4-amino-1-[2,3-dihydroxy-4-(hydroxymethyl)cyclopentyl]-, [1R-(1alpha,2beta,3beta,4alpha)]-

Show more names

Carbodine (Carbocyclic cytidine)6H-Purine-6-thione, 1,9-dihydro-9-ribofuranosyl4-Amino-1-[(1R)-2α,3α-dihydroxy-4β-(hydroxymethyl)cyclopentan-1β-yl]-2(1H)-pyrimidinone

AKOS040732711DA-51583HY-128718CS-0099817T106774-Amino-1-[(1R,2S,3R,4R)-2,3-dihydroxy-4-(hydroxymethyl)cyclopentyl]-2(1H)-pyrimidinone4-azanyl-1-((1S,2R,3R,4S)-4-(hydroxymethyl)-2,3-bis(oxidanyl)cyclopentyl)pyrimidin-2-one2(1H)-Pyrimidinone, 4-amino-1-[(1R,2S,3R,4R)-2,3-dihydroxy-4-(hydroxymethyl)cyclopentyl]-

Database identifiers

CAS: 71184-20-8
PubChem CID: 459903
ChEMBL: CHEMBL1089302
UNII: VLT9D5W769
Nikkaji: J39.447E

Properties

Computed structural properties

XLogP: -2.5
Topological polar surface area: 119 Å²
Hydrogen bond donors: 4
Hydrogen bond acceptors: 4
Rotatable bonds: 2
Heavy atoms: 17
Formal charge: 0
Complexity: 382

Physicochemical properties

Melting point: 214 °C · 214 °C
Boiling point: 476.991 · 476.991±55.00 °C(Press: 760.00 Torr)(predicted)
Density: 1.748 · 1.748±0.14 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
storage temp.: -20 °C · Store at -20°C
solubility: Soluble in DMSO
pka: 14.288 · 14.288±0.70(predicted)

Chemistry & industry

Applications · 1 item

UsesCarbodine (Carbocyclic cytidine) is a broad-spectrum antiviral agent active against DNA viruses, (+)RNA viruses, (-)RNA viruses, paramyxo, rhabdo and (+/-)RNA viruses, targets CTP synthetase that converts UTP to CTP. Carbodine (Carbocyclic cytidine) possesses significant antiviral activity against influenza virus types A0/PR-8/34 and A2/Aichi/2/68 in vitro[1][2].

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Compound notes

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