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Details

Stereochemistry ACHIRAL
Molecular Formula C22H30N6O2S
Molecular Weight 442.578
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CUDC-305

SMILES

CN(C)C1=C(SC2=NC3=C(N)N=CC=C3N2CCNCC(C)(C)C)C=C4OCOC4=C1

InChI

InChIKey=RVJIQAYFTOPTKK-UHFFFAOYSA-N
InChI=1S/C22H30N6O2S/c1-22(2,3)12-24-8-9-28-14-6-7-25-20(23)19(14)26-21(28)31-18-11-17-16(29-13-30-17)10-15(18)27(4)5/h6-7,10-11,24H,8-9,12-13H2,1-5H3,(H2,23,25)

HIDE SMILES / InChI

Molecular Formula C22H30N6O2S
Molecular Weight 442.578
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/19509149

CUDC-305, is a novel heat shock protein 90 (HSP90) inhibitor with strong affinity for HSP90 alpha/beta, high oral bioavailability and potent anti-proliferative activity against a broad range of cancer cell lines (with a mean IC50 of 220 nmol/L), including many non-small cell lung cancer (NSCLC) cell lines which are resistant to standard-of-care (SOC) agents. In both laboratory and animal testing, CUDC-305 demonstrated high potency in vitro and/or in vivo across a wide range of cancers. Most notably, Curis scientists observed complete tumor regression following oral administration of CUDC-305 in a mouse xenograft model of acute myelogenous leukemia (AML). Tumor regression has also been observed after treatment of CUDC-305 in mouse xenograft models of breast, non-small cell lung, gastric cancer and glioblastoma brain cancers. In this preclinical testing, the compound also demonstrated an ability to effectively cross the blood brain barrier, and demonstrated an ability to extend survival in an intracranial glioblastoma model. Early stage toxicity studies suggest that CUDC-305 appears to have a better therapeutic window than several leading Hsp90 inhibitors in clinical development.

CNS Activity

Curator's Comment: CUDC-305 can cross blood-brain barrier and reach therapeutic levels in brain tissue.

Approval Year

Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
4.96 ng/mL
50 mg 1 times / 2 days multiple, oral
dose: 50 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
27.12 ng/mL
100 mg 1 times / 2 days multiple, oral
dose: 100 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
26.14 ng/mL
200 mg 1 times / 2 days multiple, oral
dose: 200 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
62.45 ng/mL
400 mg 1 times / 2 days multiple, oral
dose: 400 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex:
food status: FASTED
93.37 ng/mL
800 mg 1 times / 2 days multiple, oral
dose: 800 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
130.7 ng/mL
1600 mg 1 times / 2 days multiple, oral
dose: 1600 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
3.85 ng/mL
50 mg 1 times / day multiple, oral
dose: 50 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
9.93 ng/mL
100 mg 1 times / day multiple, oral
dose: 100 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
18.3 ng/mL
200 mg 1 times / day multiple, oral
dose: 200 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
81.35 ng/mL
400 mg 1 times / day multiple, oral
dose: 400 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
82.7 ng/mL
800 mg 1 times / day multiple, oral
dose: 800 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
122 ng/mL
1600 mg 1 times / day multiple, oral
dose: 1600 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
105.4 ng/mL
1000 mg 1 times / day multiple, oral
dose: 1000 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
178.4 ng/mL
1000 mg 1 times / day steady-state, oral
dose: 1000 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
28.1 ng × h/mL
50 mg 1 times / 2 days multiple, oral
dose: 50 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
81.7 ng × h/mL
100 mg 1 times / 2 days multiple, oral
dose: 100 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
137.4 ng × h/mL
200 mg 1 times / 2 days multiple, oral
dose: 200 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
466.4 ng × h/mL
400 mg 1 times / 2 days multiple, oral
dose: 400 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex:
food status: FASTED
609.4 ng × h/mL
800 mg 1 times / 2 days multiple, oral
dose: 800 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
1137 ng × h/mL
1600 mg 1 times / 2 days multiple, oral
dose: 1600 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
44.03 ng × h/mL
50 mg 1 times / day multiple, oral
dose: 50 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
27.88 ng × h/mL
100 mg 1 times / day multiple, oral
dose: 100 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
62.62 ng × h/mL
200 mg 1 times / day multiple, oral
dose: 200 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
362.4 ng × h/mL
400 mg 1 times / day multiple, oral
dose: 400 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
711.3 ng × h/mL
800 mg 1 times / day multiple, oral
dose: 800 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
1012 ng × h/mL
1600 mg 1 times / day multiple, oral
dose: 1600 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
765.7 ng × h/mL
1000 mg 1 times / day multiple, oral
dose: 1000 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
1181 ng × h/mL
1000 mg 1 times / day steady-state, oral
dose: 1000 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
3.26 h
50 mg 1 times / 2 days multiple, oral
dose: 50 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
4.56 h
100 mg 1 times / 2 days multiple, oral
dose: 100 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
8.9 h
200 mg 1 times / 2 days multiple, oral
dose: 200 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
15.6 h
400 mg 1 times / 2 days multiple, oral
dose: 400 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex:
food status: FASTED
13.6 h
800 mg 1 times / 2 days multiple, oral
dose: 800 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
11.5 h
1600 mg 1 times / 2 days multiple, oral
dose: 1600 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
3.95 h
50 mg 1 times / day multiple, oral
dose: 50 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
2.4 h
100 mg 1 times / day multiple, oral
dose: 100 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
6.26 h
200 mg 1 times / day multiple, oral
dose: 200 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
8.38 h
400 mg 1 times / day multiple, oral
dose: 400 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
9.6 h
800 mg 1 times / day multiple, oral
dose: 800 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
7.43 h
1600 mg 1 times / day multiple, oral
dose: 1600 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
9.83 h
1000 mg 1 times / day multiple, oral
dose: 1000 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
9.05 h
1000 mg 1 times / day steady-state, oral
dose: 1000 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
CUDC-305 plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
Doses

Doses

DosePopulationAdverse events​
1600 mg 1 times / day multiple, oral
MTD
Dose: 1600 mg, 1 times / day
Route: oral
Route: multiple
Dose: 1600 mg, 1 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
DLT: Diarrhea, Asthenia...
Dose limiting toxicities:
Diarrhea (33.3%)
Asthenia (33.3%)
Sources:
AEs

AEs

AESignificanceDosePopulation
Asthenia 33.3%
DLT, Disc. AE
1600 mg 1 times / day multiple, oral
MTD
Dose: 1600 mg, 1 times / day
Route: oral
Route: multiple
Dose: 1600 mg, 1 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Diarrhea 33.3%
DLT, Disc. AE
1600 mg 1 times / day multiple, oral
MTD
Dose: 1600 mg, 1 times / day
Route: oral
Route: multiple
Dose: 1600 mg, 1 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
PubMed

PubMed

TitleDatePubMed
Targeting heat shock protein 90 with CUDC-305 overcomes erlotinib resistance in non-small cell lung cancer.
2009-12
CUDC-305, a novel synthetic HSP90 inhibitor with unique pharmacologic properties for cancer therapy.
2009-06-15
Patents

Sample Use Guides

Gelatin capsules of 2 dosage strengths (25 mg or 100 mg) The maximum dose will depend on the number of dose levels necessary to determine the MTD. CUDC-305 will be administered orally to sequential escalating dose cohorts, as an every-other-day schedule.
Route of Administration: Oral
CUDC-305 strongly bind to cancer-derived HSP90 complex with an IC50 of 61.2 nmol/L in H1975 and 74.2 nmol/L in H1993, respectively. 1 umol/L CUDC-305 reduced the levels of phospho-MET as well as total MET in H1993 and H1975 NSCLC cells
Substance Class Chemical
Created
by admin
on Mon Mar 31 22:03:30 GMT 2025
Edited
by admin
on Mon Mar 31 22:03:30 GMT 2025
Record UNII
0V278OKN9G
Record Status Validated (UNII)
Record Version
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Name Type Language
CUDC-305
Code English
CUDC305 (HSP90 INHIBITOR)
Preferred Name English
DEBIO 0932
Code English
1H-IMIDAZO(4,5-C)PYRIDINE-1-ETHANAMINE, 4-AMINO-2-((6-(DIMETHYLAMINO)-1,3-BENZODIOXOL-5-YL)THIO)-N-(2,2-DIMETHYLPROPYL)-
Systematic Name English
2-((6-(DIMETHYLAMINO)BENZO(D)(1,3)DIOXOL-5-YL)THIO)-1-(2-(NEOPENTYLAMINO)ETHYL)-1H-IMIDAZO(4,5-C)PYRIDIN-4-AMINE
Systematic Name English
HSP90 INHIBITOR DEBIO 0932
Common Name English
DEBIO-0932
Code English
Code System Code Type Description
MANUFACTURER PRODUCT INFORMATION
CUDC-305
Created by admin on Mon Mar 31 22:03:30 GMT 2025 , Edited by admin on Mon Mar 31 22:03:30 GMT 2025
PRIMARY Catalog No. A12648: CUDC-305 (DEBIO-0932)Quick Overview: Debio 0932 is a novel heat shock protein 90 (HSP90) inhibitor with strong affinity for HSP90 alpha/beta, high oral bioavailability and potent anti-proliferative activity against a broad range of cancer cell lines (with a mean IC50 of 220 nmol/L), including many non-small cell lung cancer (NSCLC) cell lines which are resistant to standard-of-care (SOC) agents.
PUBCHEM
44156921
Created by admin on Mon Mar 31 22:03:30 GMT 2025 , Edited by admin on Mon Mar 31 22:03:30 GMT 2025
PRIMARY
SMS_ID
300000042383
Created by admin on Mon Mar 31 22:03:30 GMT 2025 , Edited by admin on Mon Mar 31 22:03:30 GMT 2025
PRIMARY
MANUFACTURER PRODUCT INFORMATION
DEBIO-0932
Created by admin on Mon Mar 31 22:03:30 GMT 2025 , Edited by admin on Mon Mar 31 22:03:30 GMT 2025
PRIMARY Biological Activity of Debio 0932:Debio 0932 (CUDC-305) is a novel heat shock protein 90 (HSP90) inhibitor trong affinity for HSP90 alpha/beta, high oral bioavailability and potent anti-proliferative activity against a broad range of cancer cell lines (with a mean IC50 of 220 nmol/L).target: HSP90IC50: 220 nmol/Lin vitro: H1993 and H1975 NSCLC cells were incubated with 1 .MU.mol/L CUDC-305 for 7 hours and then cultured in compound-free medium for an additional 0, 17, or 24 hours, respectively, before being analyzed by Western blotin vivo: CUDC-305 was delivered through oral gavage on an every-other-day (once every two days) dosing schedule at various doses up to 160 mg/kg-its maximum tolerated dose in nude mice. In survival studies in Balb/C nude mice, the highest dose was reduced to 120 mg/kg as a result of the compromised animal condition due to lung and brain tumor implantation surgeries.
FDA UNII
0V278OKN9G
Created by admin on Mon Mar 31 22:03:30 GMT 2025 , Edited by admin on Mon Mar 31 22:03:30 GMT 2025
PRIMARY
NCI_THESAURUS
C92572
Created by admin on Mon Mar 31 22:03:30 GMT 2025 , Edited by admin on Mon Mar 31 22:03:30 GMT 2025
PRIMARY NCIT
EPA CompTox
DTXSID10657665
Created by admin on Mon Mar 31 22:03:30 GMT 2025 , Edited by admin on Mon Mar 31 22:03:30 GMT 2025
PRIMARY
CAS
1061318-81-7
Created by admin on Mon Mar 31 22:03:30 GMT 2025 , Edited by admin on Mon Mar 31 22:03:30 GMT 2025
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY
NCI Drug Dictionary: debio-0932 An orally active and small molecule inhibitor of heat shock protein 90 (Hsp90) with potential antineoplastic activity. Hsp90 inhibitor Debio 0932 specifically blocks Hsp90, thereby inhibiting its chaperone function and promoting the degradation of its client proteins, many of which are oncogenic signaling proteins involved in tumor cell proliferation and survival. This may lead to an inhibition of tumor cell proliferation. Hsp90, a chaperone protein upregulated in a variety of tumor cells, regulates the folding, stabilization and degradation of many oncogenic signaling proteins. Check for active clinical trials using this agent. (NCI Thesaurus)
ACTIVE MOIETY
Originator: Curis; Developer: Curis, Debiopharm; Class: 2 ring heterocyclic compound, Antineoplastic, Benzodioxole, Imidazole, Pyridine, Small molecule; Mechanism of Action: HSP90 heat-shock protein inhibitor; Available For Licensing: Yes for Cancer; Highest Development Phases: Phase I for Cancer, Discontinued for Lymphoma, Non-small cell lung cancer, Renal cancer, Solid tumours; Most Recent Events: 19 Jun 2015 CUDC 305 is available for licensing as of 19 Jun 2015. http://www.curis.com/, 11 May 2015 Phase-I clinical trials in Cancer in USA (PO), 01 Feb 2015 Curis re-acquires CUDC 305 from Debiopharm