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Details

Stereochemistry ACHIRAL
Molecular Formula C28H28N2O3
Molecular Weight 440.5335
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CEP-5214

SMILES

CC(C)OCC1=CC2=C(C=C1)N(CCCO)C3=C4CC5=CC=CC=C5C4=C6C(=O)NCC6=C23

InChI

InChIKey=MLIFNJABMANKEU-UHFFFAOYSA-N
InChI=1S/C28H28N2O3/c1-16(2)33-15-17-8-9-23-20(12-17)25-22-14-29-28(32)26(22)24-19-7-4-3-6-18(19)13-21(24)27(25)30(23)10-5-11-31/h3-4,6-9,12,16,31H,5,10-11,13-15H2,1-2H3,(H,29,32)

HIDE SMILES / InChI
Molecular Formula C28H28N2O3
Molecular Weight 440.5335
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Unknown
139594
PubMed

PubMed

TitleDatePubMed
CEP-7055: a novel, orally active pan inhibitor of vascular endothelial growth factor receptor tyrosine kinases with potent antiangiogenic activity and antitumor efficacy in preclinical models.
2003 Sep 15
Heterodimerization with vascular endothelial growth factor receptor-2 (VEGFR-2) is necessary for VEGFR-3 activity.
2004 Nov 12
Patents

Patents

20020061920
1
20030203957
1
Substance Class Chemical
Created
by admin
on Sat Dec 16 11:17:37 GMT 2023
Edited
by admin
on Sat Dec 16 11:17:37 GMT 2023
Record UNII
A3X38AF5BQ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CEP-5214
Code English
3-(5,6,7,13-TETRAHYDRO-9-((1-METHYLETHOXY)METHYL)-5-OXO-12H-INDENO(2,1-A)PYRROLO(3,4-C)CARBAZOL-12-YL)PROPANOL
Systematic Name English
CEP5214
Code English
5H-INDENO(2,1-A)PYRROLO(3,4-C)CARBAZOL-5-ONE, 6,7,12,13-TETRAHYDRO-12-(3-HYDROXYPROPYL)-9-((1-METHYLETHOXY)METHYL)-
Systematic Name English
3-(3-HYDROXYPROPYL)-7-((PROPAN-2-YLOXY)METHYL)-3,13-DIAZAHEXACYCLO(14.7.0.0(2,10).0(4,9).0(11,15).0(17,22))TRICOSA-1(16),2(10),4,6,8,11(15),17(22),18,20-NONAEN-14-ONE
Systematic Name English
6,7,12,13-TETRAHYDRO-12-(3-HYDROXYPROPYL)-9-((1-METHYLETHOXY)METHYL)-5H-INDENO(2,1-A)PYRROLO(3,4-C)CARBAZOL-5-ONE
Systematic Name English
Code System Code Type Description
PUBCHEM
10275001
Created by admin on Sat Dec 16 11:17:37 GMT 2023 , Edited by admin on Sat Dec 16 11:17:37 GMT 2023
PRIMARY
MANUFACTURER PRODUCT INFORMATION
CEP-5214
Created by admin on Sat Dec 16 11:17:37 GMT 2023 , Edited by admin on Sat Dec 16 11:17:37 GMT 2023
PRIMARY CEP-5214 is a potent, low-nanomolar pan inhibitor of human VEGF-R tyrosine kinases, displaying IC(50) values of 16, 8, and 4 nM for VEGF-R1/FLT-1, VEGF-R2/KDR, and VEGF-R3/FLT-4, respectively, with cellular activity equivalent to the isolated enzyme activity. Compound 21 exhibited good selectivity against numerous tyrosine and serine/threonine kinases including PKC, Tie2, TrkA, CDK1, p38, JNK, and IRK.
FDA UNII
A3X38AF5BQ
Created by admin on Sat Dec 16 11:17:37 GMT 2023 , Edited by admin on Sat Dec 16 11:17:37 GMT 2023
PRIMARY
CAS
402857-39-0
Created by admin on Sat Dec 16 11:17:37 GMT 2023 , Edited by admin on Sat Dec 16 11:17:37 GMT 2023
PRIMARY
ChEMBL
CHEMBL150894
Created by admin on Sat Dec 16 11:17:37 GMT 2023 , Edited by admin on Sat Dec 16 11:17:37 GMT 2023
PRIMARY
Related Record Type Details
Structure of CEP-5214
ACTIVE MOIETY
CEP-5214 demonstrates IC(50) values of 18 nM, 12 nM, and 17 nM against human VEGF-R2/KDR kinase, VEGF-R1/FLT-1 kinase, and VEGF-R3/FLT-4 kinase, respectively, in biochemical kinase assays. CEP-5214 inhibited VEGF-stimulated VEGF-R2/KDR autophosphorylation in human umbilical vein endothelial cells (HUVECs) with an IC (50) of approximately 10 nM and demonstrated an equivalent inhibition of murine FLK-1 autophosphorylation in transformed SVR endothelial cells.
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