BV-6   Click here for help

GtoPdb Ligand ID: 7914

Synonyms: BV6
Compound class: Synthetic organic
Comment: BV-6 is a bivalent SMAC mimetic which acts as a dual cIAP and XIAP inhibitor [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 18
Hydrogen bond donors 8
Rotatable bonds 37
Topological polar surface area 239.28
Molecular weight 1204.74
XLogP 8.82
No. Lipinski's rules broken 4
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Canonical SMILES CNC(C(=O)NC(C(=O)N1CCCC1C(=O)NC(C(c1ccccc1)c1ccccc1)C(=O)NCCCCCCNC(=O)C(C(c1ccccc1)c1ccccc1)NC(=O)C1CCCN1C(=O)C(C1CCCCC1)NC(=O)C(NC)C)C1CCCCC1)C
Isomeric SMILES CN[C@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@@H](C(c1ccccc1)c1ccccc1)C(=O)NCCCCCCNC(=O)[C@H](C(c1ccccc1)c1ccccc1)NC(=O)[C@@H]1CCCN1C(=O)[C@H](C1CCCCC1)NC(=O)[C@@H](NC)C)C1CCCCC1)C
InChI InChI=1S/C70H96N10O8/c1-47(71-3)63(81)75-59(53-37-21-11-22-38-53)69(87)79-45-27-41-55(79)65(83)77-61(57(49-29-13-7-14-30-49)50-31-15-8-16-32-50)67(85)73-43-25-5-6-26-44-74-68(86)62(58(51-33-17-9-18-34-51)52-35-19-10-20-36-52)78-66(84)56-42-28-46-80(56)70(88)60(54-39-23-12-24-40-54)76-64(82)48(2)72-4/h7-10,13-20,29-36,47-48,53-62,71-72H,5-6,11-12,21-28,37-46H2,1-4H3,(H,73,85)(H,74,86)(H,75,81)(H,76,82)(H,77,83)(H,78,84)/t47-,48-,55-,56-,59-,60-,61-,62-/m0/s1
Selectivity at other protein targets
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
X-linked inhibitor of apoptosis Primary target of this compound Hs Inhibitor Inhibition 8.9 pKd - 1
pKd 8.9 (Kd 1.3x10-9 M) [1]
Description: Assayed using expressed XIAP BIR2-BIR3 domain construct
baculoviral IAP repeat containing 2 Primary target of this compound Hs Inhibitor Inhibition 6.3 – 7.5 pKd - 1
pKd 6.3 – 7.5 (Kd 4.6x10-7 – 2.9x10-8 M) [1]
Description: Assayed using expressed cIAP1 BIR2-BIR3 domain construct