Responsive image

Common name


Azacitidine

IUPAC name


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

SMILES


NC1=NC(=O)N(C=N1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O

Compound class


Antineoplastic Agents; Immunosuppressive Agents; Enzyme Inhibitors; Antimetabolites; Antimetabolites, Antineoplastic; Antineoplastic and Immunomodulating Agents; Pyrimidine Analogues;

Therapeutic area


For treatment of patients with the following French-American-British myelodysplastic syndrome subtypes: refractory anemia or refractory anemia with ringed sideroblasts (if accompanied by neutropenia or thrombocytopenia or requiring transfusions), refractory anemia with excess blasts, refractory anemia with excess blasts in transformation (now classified as acute myelogenous leukemia with multilineage dysplasia), and chronic myelomonocytic leukemia.

Common name


Azacitidine

IUPAC name


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

SMILES


NC1=NC(=O)N(C=N1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O

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

FORMULA


C8H12N4O5

Responsive image

Common name


Azacitidine

IUPAC name


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

Molecular weight


244.205

clogP


-2.723

clogS


1.534

HBond Acceptor


7

HBond Donor


5

Total Polar
Surface Area


143.72

Number of Rings


2

Rotatable Bond


2

Drug ID Common name Structure CAS SMILE Frequency
FDBF00059 (3S,4R)-tetrahydrofuran-3,4-diol Responsive image O1CC(C(C1)O)O 0.0048
1 , 1