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Details

Stereochemistry ACHIRAL
Molecular Formula C22H21N3O5
Molecular Weight 407.4192
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GENZ-644282

SMILES

CNCCN1C(=O)C2=CC(OC)=C(OC)C=C2C3=C1C4=CC5=C(OCO5)C=C4N=C3

InChI

InChIKey=BAORCAMWLWRZQG-UHFFFAOYSA-N
InChI=1S/C22H21N3O5/c1-23-4-5-25-21-14-8-19-20(30-11-29-19)9-16(14)24-10-15(21)12-6-17(27-2)18(28-3)7-13(12)22(25)26/h6-10,23H,4-5,11H2,1-3H3

HIDE SMILES / InChI

Molecular Formula C22H21N3O5
Molecular Weight 407.4192
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Genz-644282 is a non-camptothecin inhibitor of topoisomerase I with potential antineoplastic activity (IC50=1.2 nM). It was in clinical development for the treatment of the solid tumors but later was discontinued.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
0.4 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Patents

Sample Use Guides

Genz-644282 will be administered as a 60-minute IV infusion. The initial dose of Genz-644282 will be 0.5 mg/m2 and will be administered once weekly for 3 consecutive weeks on Day 1, Day 8, and Day 15 of the 28 day cycle
Route of Administration: Intravenous
Genz-644282 was tested against the PPTP in vitro panel (0.1 nM to 1 uM). In vitro, Genz-644282 demonstrated potent cytotoxic activity with a median IC(50) of 1.2 nM (range 0.2-21.9 nM). The ALL cell lines had lower relative IC50 values than the remaining cell lines (median of 0.4 nM versus 1.3 nM, p=0.034), while the rhabdomyosarcoma cell lines had higher relative IC50 values than the other PPTP cell lines (median of 2.5 nM versus 1.0 nM, p=0.047).
Substance Class Chemical
Created
by admin
on Sat Dec 16 10:31:47 UTC 2023
Edited
by admin
on Sat Dec 16 10:31:47 UTC 2023
Record UNII
717I541I2R
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
GENZ-644282
Common Name English
BENZO(C)(1,3)BENZODIOXOLO(5,6-H)(1,6)NAPHTHYRIDIN-13(12H)-ONE, 2,3-DIMETHOXY-12-(2-(METHYLAMINO)ETHYL)-
Systematic Name English
Code System Code Type Description
FDA UNII
717I541I2R
Created by admin on Sat Dec 16 10:31:47 UTC 2023 , Edited by admin on Sat Dec 16 10:31:47 UTC 2023
PRIMARY
EPA CompTox
DTXSID301025941
Created by admin on Sat Dec 16 10:31:47 UTC 2023 , Edited by admin on Sat Dec 16 10:31:47 UTC 2023
PRIMARY
PUBCHEM
10294813
Created by admin on Sat Dec 16 10:31:47 UTC 2023 , Edited by admin on Sat Dec 16 10:31:47 UTC 2023
PRIMARY
NCI_THESAURUS
C84851
Created by admin on Sat Dec 16 10:31:47 UTC 2023 , Edited by admin on Sat Dec 16 10:31:47 UTC 2023
PRIMARY
CAS
529488-28-6
Created by admin on Sat Dec 16 10:31:47 UTC 2023 , Edited by admin on Sat Dec 16 10:31:47 UTC 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY