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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=C2C4=C(C(=O)NC4)C5=C3CC6=C5C=CC=C6

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
149124
PubMed

PubMed

TitleDatePubMed
Heterodimerization with vascular endothelial growth factor receptor-2 (VEGFR-2) is necessary for VEGFR-3 activity.
2004-11-12
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.
2003-09-15
Patents

Patents

20020061920
1
20030203957
1
Substance Class Chemical
Created
by admin
on Mon Mar 31 23:44:54 GMT 2025
Edited
by admin
on Mon Mar 31 23:44:54 GMT 2025
Record UNII
A3X38AF5BQ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CEP5214
Preferred Name English
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
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 Mon Mar 31 23:44:54 GMT 2025 , Edited by admin on Mon Mar 31 23:44:54 GMT 2025
PRIMARY
MANUFACTURER PRODUCT INFORMATION
CEP-5214
Created by admin on Mon Mar 31 23:44:54 GMT 2025 , Edited by admin on Mon Mar 31 23:44:54 GMT 2025
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 Mon Mar 31 23:44:54 GMT 2025 , Edited by admin on Mon Mar 31 23:44:54 GMT 2025
PRIMARY
CAS
402857-39-0
Created by admin on Mon Mar 31 23:44:54 GMT 2025 , Edited by admin on Mon Mar 31 23:44:54 GMT 2025
PRIMARY
ChEMBL
CHEMBL150894
Created by admin on Mon Mar 31 23:44:54 GMT 2025 , Edited by admin on Mon Mar 31 23:44:54 GMT 2025
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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