plevitrexed   

GtoPdb Ligand ID: 8278

Synonyms: ZD 9331 | ZD-9331 | ZD9331
Compound class: Synthetic organic
Comment: Plevitrexed is an orally bioavailable, small molecule, antifolate quinazoline derivative inhibitor of thymidylate synthetase with potential antineoplastic activity [1].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 10
Hydrogen bond donors 4
Rotatable bonds 11
Topological polar surface area 169.85
Molecular weight 532.2
XLogP 5.07
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES C#CCN(c1ccc(c(c1)F)C(=O)NC(C(=O)O)CCc1n[nH]nn1)Cc1cc2c(=O)nc([nH]c2cc1C)C
Isomeric SMILES C#CCN(c1ccc(c(c1)F)C(=O)N[C@H](C(=O)O)CCc1n[nH]nn1)Cc1cc2c(=O)nc([nH]c2cc1C)C
InChI InChI=1S/C26H25FN8O4/c1-4-9-35(13-16-11-19-22(10-14(16)2)28-15(3)29-25(19)37)17-5-6-18(20(27)12-17)24(36)30-21(26(38)39)7-8-23-31-33-34-32-23/h1,5-6,10-12,21H,7-9,13H2,2-3H3,(H,30,36)(H,38,39)(H,28,29,37)(H,31,32,33,34)/t21-/m0/s1
InChI Key IEJSCSAMMLUINT-NRFANRHFSA-N
Classification
Compound class Synthetic organic
IUPAC Name
(2S)-2-[[4-[(2,7-dimethyl-4-oxo-1H-quinazolin-6-yl)methyl-prop-2-ynylamino]-2-fluorobenzoyl]amino]-4-(2H-tetrazol-5-yl)butanoic acid
International Nonproprietary Names
INN number INN
8279 plevitrexed
Synonyms
ZD 9331 | ZD-9331 | ZD9331
Database Links
CAS Registry No. 153537-73-6
ChEMBL Ligand CHEMBL126648
GtoPdb PubChem SID 252166490
PubChem CID 213022
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