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Details

Stereochemistry ABSOLUTE
Molecular Formula C10H12N4O4
Molecular Weight 252.2267
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of RADGOCITABINE

SMILES

NC1=NC(=O)N(C=C1)[C@@H]2O[C@H](CO)[C@@H](O)[C@@H]2C#N

InChI

InChIKey=DCYBPMFXJCWXNB-JWIUVKOKSA-N
InChI=1S/C10H12N4O4/c11-3-5-8(16)6(4-15)18-9(5)14-2-1-7(12)13-10(14)17/h1-2,5-6,8-9,15-16H,4H2,(H2,12,13,17)/t5-,6+,8-,9+/m0/s1

HIDE SMILES / InChI

Molecular Formula C10H12N4O4
Molecular Weight 252.2267
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

CNDAC (TAK-109) is an analog of the nucleoside deoxycytidine with potential antineoplastic activity. CNDAC is incorporated into DNA and induces single-strand breaks, which are converted into double-strand breaks (DSBs) when cells go through a second S phase. This results in the cell cycle arrest in the S and G2/M phases, DNA fragmentation, and tumor cell apoptosis. Sapacitabine, a prodrug of CNDAC, is being developed by the US biotechnology company Cyclacel for the treatment of hemalogical cancers and solid tumors.

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
0.13 µM [IC50]

Cmax

ValueDoseCo-administeredAnalytePopulation
2.58 ng/mL
125 mg single, oral
SAPACITABINE plasma
Homo sapiens
5.43 ng/mL
125 mg 2 times / day steady-state, oral
SAPACITABINE plasma
Homo sapiens
17.635 ng/mL
325 mg single, oral
SAPACITABINE plasma
Homo sapiens
8.88 ng/mL
325 mg 2 times / day steady-state, oral
SAPACITABINE plasma
Homo sapiens
14.9 ng/mL
375 mg single, oral
SAPACITABINE plasma
Homo sapiens
25.45 ng/mL
425 mg single, oral
SAPACITABINE plasma
Homo sapiens
2.77 ng/mL
475 mg single, oral
SAPACITABINE plasma
Homo sapiens
3.52 ng/mL
67 mg/m² single, oral
SAPACITABINE plasma
Homo sapiens
6.09 ng/mL
90 mg/m² single, oral
SAPACITABINE plasma
Homo sapiens
9.48 ng/mL
120 mg/m² single, oral
SAPACITABINE plasma
Homo sapiens
8.76 ng/mL
160 mg/m² single, oral
SAPACITABINE plasma
Homo sapiens
6.35 ng/mL
220 mg/m² single, oral
SAPACITABINE plasma
Homo sapiens
6.1 ng/mL
40 mg/m² 1 times / day steady-state, oral
SAPACITABINE plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
581.1 ng × min/mL
125 mg single, oral
SAPACITABINE plasma
Homo sapiens
774.7 ng × min/mL
125 mg 2 times / day steady-state, oral
SAPACITABINE plasma
Homo sapiens
5009.125 ng × min/mL
325 mg single, oral
SAPACITABINE plasma
Homo sapiens
3437 ng × min/mL
325 mg 2 times / day steady-state, oral
SAPACITABINE plasma
Homo sapiens
1671 ng × min/mL
375 mg single, oral
SAPACITABINE plasma
Homo sapiens
5894.5 ng × min/mL
425 mg single, oral
SAPACITABINE plasma
Homo sapiens
536 ng × min/mL
475 mg single, oral
SAPACITABINE plasma
Homo sapiens
8.22 mg × h/L
67 mg/m² single, oral
SAPACITABINE plasma
Homo sapiens
24 mg × h/L
90 mg/m² single, oral
SAPACITABINE plasma
Homo sapiens
42.8 mg × h/L
120 mg/m² single, oral
SAPACITABINE plasma
Homo sapiens
32 mg × h/L
160 mg/m² single, oral
SAPACITABINE plasma
Homo sapiens
19.32 mg × h/L
220 mg/m² single, oral
SAPACITABINE plasma
Homo sapiens
11 mg × h/L
40 mg/m² 1 times / day steady-state, oral
SAPACITABINE plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
4.36 h
67 mg/m² single, oral
SAPACITABINE plasma
Homo sapiens
2.21 h
90 mg/m² single, oral
SAPACITABINE plasma
Homo sapiens
1.38 h
120 mg/m² single, oral
SAPACITABINE plasma
Homo sapiens
3.15 h
160 mg/m² single, oral
SAPACITABINE plasma
Homo sapiens
2.28 h
220 mg/m² single, oral
SAPACITABINE plasma
Homo sapiens
1.6 h
40 mg/m² 1 times / day steady-state, oral
SAPACITABINE plasma
Homo sapiens

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
oral sapacitabine capsules
Route of Administration: Oral
Substance Class Chemical
Record UNII
00M634HD2V
Record Status Validated (UNII)
Record Version