Structure of PDB 4q6r Chain B Binding Site BS03

Receptor Information
>4q6r Chain B (length=444) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
KEYVKALPSQGLSSSAVLEKLKEYSSMDAFWQEGRASGTVYSGEEKLTEL
LVKAYGDFAWSNPLHPDIFPGLRKIEAEIVRIACSLFNGGPDSCGCVTSG
GTESILMACKAYRDLAFEKGIKTPEIVAPQSAHAAFNKAASYFGMKIVRV
PLTKMMEVDVRAMRRAISRNTAMLVCSTPQFPHGVIDPVPEVAKLAVKYK
IPLHVDACLGGFLIVFMEKAGYPLEHPFDFRVKGVTSISADTHKYGYAPK
GSSLVLYSDKKYRNYQFFVDTDWQGGIYASPTIAGSRPGGISAACWAALM
HFGENGYVEATKQIIKTARFLKSELENIKGIFVFGNPQLSVIALGSRDFD
IYRLSNLMTAKGWNLNQLQFPPSIHFCITLLHARKRVAIQFLKDIRESVT
QIMKNPKAKTTGMGAIYGMAQTTVDRNMVAELSSVFLDSLYSTD
Ligand information
Ligand ID30J
InChIInChI=1S/C26H23ClN6/c1-18-17-32(11-12-33(18)25-10-7-20(15-28)16-29-25)26-23-14-21(27)8-9-22(23)24(30-31-26)13-19-5-3-2-4-6-19/h2-10,14,16,18H,11-13,17H2,1H3/t18-/m1/s1
InChIKeyXUZUIICAPXZZDU-GOSISDBHSA-N
SMILES
SoftwareSMILES
CACTVS 3.385C[CH]1CN(CCN1c2ccc(cn2)C#N)c3nnc(Cc4ccccc4)c5ccc(Cl)cc35
CACTVS 3.385C[C@@H]1CN(CCN1c2ccc(cn2)C#N)c3nnc(Cc4ccccc4)c5ccc(Cl)cc35
OpenEye OEToolkits 1.7.6C[C@@H]1CN(CCN1c2ccc(cn2)C#N)c3c4cc(ccc4c(nn3)Cc5ccccc5)Cl
ACDLabs 12.01Clc1cc4c(cc1)c(nnc4N3CC(N(c2ncc(C#N)cc2)CC3)C)Cc5ccccc5
OpenEye OEToolkits 1.7.6CC1CN(CCN1c2ccc(cn2)C#N)c3c4cc(ccc4c(nn3)Cc5ccccc5)Cl
FormulaC26 H23 Cl N6
Name6-[(2R)-4-(4-benzyl-7-chlorophthalazin-1-yl)-2-methylpiperazin-1-yl]pyridine-3-carbonitrile
ChEMBLCHEMBL3290331
DrugBank
ZINCZINC000098208367
PDB chain4q6r Chain B Residue 602 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
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PDB4q6r Orally Active 7-Substituted (4-Benzylphthalazin-1-yl)-2-methylpiperazin-1-yl]nicotinonitriles as Active-Site Inhibitors of Sphingosine 1-Phosphate Lyase for the Treatment of Multiple Sclerosis.
Resolution2.4 Å
Binding residue
(original residue number in PDB)		L173 I386 Y387 A388
Binding residue
(residue number reindexed from 1)		L64 I277 Y278 A279
Annotation score1
Binding affinityMOAD: ic50=0.21uM
PDBbind-CN: -logKd/Ki=6.68,IC50=0.21uM
BindingDB: IC50=210nM
Enzymatic activity
Enzyme Commision number 4.1.2.27: sphinganine-1-phosphate aldolase.
Gene Ontology
Molecular Function
GO:0016830 carbon-carbon lyase activity
GO:0030170 pyridoxal phosphate binding
Biological Process
GO:0019752 carboxylic acid metabolic process

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Molecular Function
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Biological Process
External links
PDB RCSB:4q6r, PDBe:4q6r, PDBj:4q6r
PDBsum4q6r
PubMed24809814
UniProtO95470|SGPL1_HUMAN Sphingosine-1-phosphate lyase 1 (Gene Name=SGPL1)

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