Azacytidine

Name: Azacytidine — Molecular Data
Creator: MolForge
License: https://creativecommons.org/publicdomain/zero/1.0/

C₈H₁₂N₄O₅ — CID 9444

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Data last refreshed: 2026-04-14 (MolForge compound catalog, from PubChem)

IUPAC4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3,5-triazin-2-one

SMILESNc1ncn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)n1

InChIInChI=1S/C8H12N4O5/c9-7-10-2-12(8(16)11-7)6-5(15)4(14)3(1-13)17-6/h2-6,13-15H,1H2,(H2,9,11,16)/t3-,4-,5-,6-/m1/s1

InChIKeyNMUSYJAQQFHJEW-KVTDHHQDSA-N

MW244.21 g/mol

LogP-3.17

Rot. Bonds2

About Azacytidine

Azacytidine (PubChem CID 9444) has the molecular formula C₈H₁₂N₄O₅ and a molecular weight of 244.21 g/mol. Its IUPAC name is 4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3,5-triazin-2-one.

Molecular Properties

Compound Name	Azacytidine
PubChem CID	9444
Molecular Formula	C₈H₁₂N₄O₅
Molecular Weight	244.21 g/mol
Exact Mass	244.08
IUPAC Name	4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3,5-triazin-2-one
SMILES	Nc1ncn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)n1
InChI	InChI=1S/C8H12N4O5/c9-7-10-2-12(8(16)11-7)6-5(15)4(14)3(1-13)17-6/h2-6,13-15H,1H2,(H2,9,11,16)/t3-,4-,5-,6-/m1/s1
InChIKey	NMUSYJAQQFHJEW-KVTDHHQDSA-N
XLogP	-3.17
TPSA	143.72 Å²
H-Bond Donors	4
H-Bond Acceptors	9
Rotatable Bonds	2
Heavy Atoms	17
Complexity	—

Lipinski Rule of Five

Passes Rule of Five

Rule	Value
MW ≤ 500	244.21
LogP ≤ 5	-3.17
H-Bond Donors ≤ 5	4
H-Bond Acceptors ≤ 10	9

Related Compounds

Frequently Asked Questions

What is the IUPAC name of Azacytidine?

The IUPAC name of Azacytidine (CID 9444) is 4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3,5-triazin-2-one.

What is the SMILES notation for Azacytidine?

The canonical SMILES for Azacytidine is Nc1ncn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)n1.

What is the InChIKey of Azacytidine?

The InChIKey is NMUSYJAQQFHJEW-KVTDHHQDSA-N. The full InChI is InChI=1S/C8H12N4O5/c9-7-10-2-12(8(16)11-7)6-5(15)4(14)3(1-13)17-6/h2-6,13-15H,1H2,(H2,9,11,16)/t3-,4-,5-,6-/m1/s1.

What are the key properties of Azacytidine?

Azacytidine has a molecular weight of 244.21 g/mol, XLogP of -3.17, 2 rotatable bonds, 4 hydrogen bond donors, and 9 hydrogen bond acceptors.

Where does this data come from?

All data for Azacytidine is sourced from PubChem (CID 9444), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).

Browse: Molecules: A · all molecules A–Z · drugs A–Z · protein targets A–Z.

Sources

PubChem CID 9444 — identifiers, structure, computed properties (public domain)
DrugCentral drug card 25 — approved-drug record (CC BY-SA 4.0)

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