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Details

Stereochemistry ACHIRAL
Molecular Formula C25H22N2O5
Molecular Weight 430.4526
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SR-13668

SMILES

CCOC(=O)C1=CC2=C(NC3=C(OC)C4=C(C=C23)C5=C(N4)C=CC(=C5)C(=O)OCC)C=C1

InChI

InChIKey=BMTPVPNVQOYGAP-UHFFFAOYSA-N
InChI=1S/C25H22N2O5/c1-4-31-24(28)13-6-8-19-15(10-13)17-12-18-16-11-14(25(29)32-5-2)7-9-20(16)27-22(18)23(30-3)21(17)26-19/h6-12,26-27H,4-5H2,1-3H3

HIDE SMILES / InChI

Molecular Formula C25H22N2O5
Molecular Weight 430.4526
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

SR-13668 is an indolocarbazole derivative patented by American nonprofit scientific research institute SRI International as a chemotherapeutic and chemopreventive agent for the treatment and prevention of cancers, such as breast and ovarian cancer. SR-13668 appears to inhibit Akt activation by blocking growth factor-stimulated Akt phosphorylation, and it does not target the ATP substrate binding site. Preclinical safety studies showed that SR-13668 is not genotoxic in Ames mutagenicity tests or in the mouse micronucleus test. In a 14-day toxicity study in which Sprague−Dawley rats have orally dosed with SR13668 no drug-related mortality, changes in body or organ weights, or other signs of significant toxicity were seen at any dose level. However, the compound is highly hydrophobic and its limited oral bioavailability has hindered its clinical translation.

Approval Year

PubMed

PubMed

TitleDatePubMed
In vitro assessment of P450 induction potential of novel chemopreventive agents SR13668, 9-cis-UAB30, and pentamethychromanol in primary cultures of human hepatocytes.
2009 May 15
Pharmacokinetics and enhanced bioavailability of candidate cancer preventative agent, SR13668 in dogs and monkeys.
2010 May
Phase 0 clinical chemoprevention trial of the Akt inhibitor SR13668.
2011 Mar
Patents

Sample Use Guides

38 mg
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Dec 16 07:44:13 GMT 2023
Edited
by admin
on Sat Dec 16 07:44:13 GMT 2023
Record UNII
2P8KGO7903
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SR-13668
Common Name English
INDOLO(2,3-B)CARBAZOLE-2,10-DICARBOXYLIC ACID, 5,7-DIHYDRO-6-METHOXY-, 2,10-DIETHYL ESTER
Common Name English
2,10-DICARBETHOXY-6-METHOXY-5,7-DIHYDRO-INDOLO(2,3-B) CARBAZOLE
Systematic Name English
SR13668
Code English
Code System Code Type Description
PUBCHEM
9845566
Created by admin on Sat Dec 16 07:44:13 GMT 2023 , Edited by admin on Sat Dec 16 07:44:13 GMT 2023
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FDA UNII
2P8KGO7903
Created by admin on Sat Dec 16 07:44:13 GMT 2023 , Edited by admin on Sat Dec 16 07:44:13 GMT 2023
PRIMARY
CAS
637774-61-9
Created by admin on Sat Dec 16 07:44:13 GMT 2023 , Edited by admin on Sat Dec 16 07:44:13 GMT 2023
PRIMARY
EPA CompTox
DTXSID40213218
Created by admin on Sat Dec 16 07:44:13 GMT 2023 , Edited by admin on Sat Dec 16 07:44:13 GMT 2023
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ChEMBL
CHEMBL3545143
Created by admin on Sat Dec 16 07:44:13 GMT 2023 , Edited by admin on Sat Dec 16 07:44:13 GMT 2023
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