Daniel Ibrahim's lawyer Nick Hanna says the case against his client is "extremely weak".
King of the Cross John Ibrahim was nowhere to be seen when his girlfriend, son and cousin appeared at a Sydney court charged respectively with possessing a Glock pistol and being linked to a multi-million dollar international drug-smuggling crime syndicate.
John's youngest brother, Michael Ibrahim, who was arrested in Dubai with another brother, Fadi, is the alleged mastermind behind the syndicate which was the subject of multiple raids across Sydney on Tuesday.
Details of the family's alleged tobacco-smuggling dealings were outlined at Central Local Court on Wednesday.
A man accused of handling $1.45 million on behalf of Michael and Fadi Ibrahim was "punished" when he allegedly kept $30,000 for himself, the court heard.
Jaron Chester, 34, "had his head forcibly shaved and he had his eyebrows plucked ... and taken as trophies," his lawyer Charles Waterstreet said.
He said police knew Chester was "punished, ridiculed and bashed" for daring to defy "the family's orders".
Waterstreet said Chester, who was eyebrowless when he appeared via audio-visual link, was "a stooge, a clown among these individuals."
Chester "is an unfortunate victim, not a mover or shaker," he said.
John Ibrahim's son, Daniel Taylor, is another relatively minor player in the operation, the court heard.
Taylor, 26, has been charged with dealing with money intended as an instrument of crime for his alleged involvement in transferring a bag with $2.25 million cash to buy smuggled tobacco.
His lawyer, Nick Hanna, said outside court the prosecution's case against his client is "extremely weak".
John Ibrahim's model girlfriend, Sarah Budge, 27, is not involved in the drug-smuggling syndicate but faced the same court on firearms and ammunition charges.
Court documents suggest she was in possession of a Glock 26 pistol that had its identifying serial numbers removed when she was arrested at Double Bay on Tuesday.
Michael Ibrahim and his cousin, Fares Derbas, 30, are alleged to have avoided paying $11 million in duty and taxes by distributing smuggled cigarettes across Sydney.
Derbas has been charged with three counts of dealing with money as an instrument of crime, two counts of dealing with proceeds of crime and one count of importing tobacco with the intention to defraud revenue.
Derbas and Chester were refused bail by Magistrate Clare Farnan, while Taylor and Budge were granted strict conditional bail.
Two other men, Mohammad Jeda and Hassan Fakhriddine, who faced court on commercial drug charges, were also refused bail.
Sleiman Tajjour, who is charged with supplying a commercial quantity of drugs, had his bail application adjourned to August 22.
All of the accused are due to appear at the same court on November 1.